Octet / Reactions

Mannich Reaction

Included in Reactions.

Addition

Source Details

Id

mannich-reaction

Name
{
  "en": "Mannich Reaction",
  "ar": "Mannich تفاعل",
  "cs": "Mannich Reakce",
  "da": "Mannich Reaktion",
  "de": "Mannich Reaktion",
  "el": "Αντίδραση Mannich",
  "es-419": "Reacción de Mannich",
  "es-ES": "Reacción de Mannich",
  "es": "Reacción de Mannich",
  "fi": "Mannich Reaktio",
  "fr": "Réaction de Mannich",
  "he": "Mannich תגובה",
  "hr": "Mannich Reakcija",
  "hu": "Mannich-reakció",
  "id": "Reaksi Mannich",
  "it": "Reazione di Mannich",
  "ja": "Mannich反応",
  "ko": "Mannich 반응",
  "lv": "Mannich Reakcija",
  "nb": "Mannich Reaksjon",
  "nl": "Mannich Reactie",
  "pl": "Mannich Reakcja",
  "pt-BR": "Reação de Mannich",
  "pt-PT": "Reação de Mannich",
  "ro": "Reacție de Mannich",
  "ru": "Mannich Реакция",
  "sk": "Mannich Reakcia",
  "sl": "Mannich Reakcija",
  "sv": "Mannich Reaktion",
  "th": "ปฏิกิริยา Mannich",
  "tr": "Mannich reaksiyüzerindeu",
  "uk": "Mannich Реакція",
  "vi": "Phản ứng Mannich",
  "zh-Hans": "Mannich 反应",
  "zh": "Mannich 反应"
}
Type
{
  "en": "Addition",
  "ar": "إضافة",
  "cs": "Adice",
  "da": "Addition",
  "de": "Addition",
  "el": "Προσθήκη",
  "es-419": "Adición",
  "es-ES": "Adición",
  "es": "Adición",
  "fi": "Additio",
  "fr": "Addition",
  "he": "סיפוח",
  "hr": "Adicija",
  "hu": "Addíció",
  "id": "Adisi",
  "it": "Addizione",
  "ja": "付加",
  "ko": "첨가",
  "lv": "Pievienošana",
  "nb": "Addisjon",
  "nl": "Additie",
  "pl": "Addycja",
  "pt-BR": "Adição",
  "pt-PT": "Adição",
  "ro": "Adiție",
  "ru": "Присоединение",
  "sk": "Adícia",
  "sl": "Adicija",
  "sv": "Addition",
  "th": "การเติม",
  "tr": "Katılma",
  "uk": "Приєднання",
  "vi": "Cộng",
  "zh-Hans": "加成",
  "zh": "加成"
}
Starting Material

CC(=O)C

Product

CC(=O)CCN(C)C

Reagents

HCHO, R₂NH (or NH₃), acid catalyst

Mechanism
[
  {
    "smiles": "CC(=O)C",
    "description": {
      "en": "Enolizable ketone",
      "ar": "Enolizable كيتون",
      "cs": "Enolizable keton",
      "da": "Enolizable keton",
      "de": "Enolizable Keton",
      "el": "Eόχιlizable κετόνη",
      "es-419": "Enolizable cetona",
      "es-ES": "Enolizable cetona",
      "es": "Enolizable cetona",
      "fi": "Enolizable ketoni",
      "fr": "Enolizable cétone",
      "he": "Enolizable קטון",
      "hr": "Enolizable keton",
      "hu": "Enbancslizable keton",
      "id": "Keton yang dapat dienolisasi",
      "it": "Enolizable chetone",
      "ja": "エノール化可能なケトン",
      "ko": "엔올화 가능한 케톤",
      "lv": "Enolizable ketons",
      "nb": "Enolizable keton",
      "nl": "Enolizable keton",
      "pl": "Enolizable keton",
      "pt-BR": "Enolizable cetona",
      "pt-PT": "Enolizable cetona",
      "ro": "Enolizable cetonă",
      "ru": "Enolizable кетон",
      "sk": "Enolizable keton",
      "sl": "Enolizable keton",
      "sv": "Enolizable keton",
      "th": "คีโตนที่เกิดอีนอลได้",
      "tr": "Eyoklizable ketüzerinde",
      "uk": "Enolizable кетон",
      "vi": "Xeton có thể enol hóa",
      "zh-Hans": "可烯醇化酮",
      "zh": "可烯醇化酮"
    }
  },
  {
    "smiles": "C=NCC",
    "description": {
      "en": "Iminium ion forms from formaldehyde + amine",
      "ar": "Iminium أيون يتكوّن من فورمالدهيد + أمين",
      "cs": "Iminium ion vznika z formaldehyde + amin",
      "da": "Iminium ion danner fra formaldehyde + amin",
      "de": "Iminium ion bildet aus formaldehyde + Amin",
      "el": "Imσεium iσε σχηματίζεται από γιαmaldehyde + αμίνη",
      "es-419": "Iminium ion se forma desde formaldehyde + amina",
      "es-ES": "Iminium ion se forma desde formaldehyde + amina",
      "es": "Iminium ion se forma desde formaldehyde + amina",
      "fi": "Iminium ion muodostaa lähtien formaldehyde + amiini",
      "fr": "Iminium ion se forme à partir de formaldehyde + amine",
      "he": "Iminium יון נוצר מ פורמלדהיד + אמין",
      "hr": "Iminium ion nastaje iz formaldehyde + amin",
      "hu": "Imbanium ion képződik ebből számáramaldehyde + amban",
      "id": "Ion iminium terbentuk dari formaldehida + amina",
      "it": "Iminium ion si forma da formaldehyde + ammina",
      "ja": "ホルムアルデヒド + アミンからイミニウムイオンが形成する",
      "ko": "포름알데하이드 + 아민에서 이미늄 이온이 형성됨",
      "lv": "Iminium jons veidojas nav formaldehyde + amins",
      "nb": "Iminium ion danner fra formaldehyde + amin",
      "nl": "Iminium ion vormt uit formaldehyde + amine",
      "pl": "Iminium jon powstaje z formaldehyde + amina",
      "pt-BR": "Iminium ion se forma de formaldehyde + amina",
      "pt-PT": "Iminium ion se forma de formaldehyde + amina",
      "ro": "Iminium ion se formează din formaldehyde + amină",
      "ru": "Iminium ион образуется из formaldehyde + амин",
      "sk": "Iminium ion vznika z formaldehyde + amin",
      "sl": "Iminium ion nastane iz formaldehyde + amin",
      "sv": "Iminium ion bildar från formaldehyde + amin",
      "th": "ไอออนอิมิเนียมเกิดจากฟอร์มาลดีไฮด์ + เอมีน",
      "tr": "Imiçindeium iüzerinde oluşur den içiçindemaldehyde + amiçinde",
      "uk": "Iminium іон утворюється з formaldehyde + амін",
      "vi": "Ion iminium hình thành từ formaldehyde + amin",
      "zh-Hans": "甲醛 + 胺形成亚胺鎓离子",
      "zh": "甲醛 + 胺形成亚胺鎓离子"
    }
  },
  {
    "smiles": "CC(=O)CCN(C)C",
    "description": {
      "en": "Enol attacks iminium → β-amino ketone (Mannich base)",
      "ar": "Enol يهاجم إيمينيوم → β-أمينو كيتون (Mannich قاعدة)",
      "cs": "Enol utoci iminium → β-amino keton (Mannich baze)",
      "da": "Enol angriber iminium → β-amino keton (Mannich base)",
      "de": "Enol greift an iminium → β-amino Keton (Mannich Base)",
      "el": "Eόχιl επιτίθεται imσεium → β-amiόχι κετόνη (Mannich βάση)",
      "es-419": "Enol ataca iminium → β-amino cetona (Mannich base)",
      "es-ES": "Enol ataca iminium → β-amino cetona (Mannich base)",
      "es": "Enol ataca iminium → β-amino cetona (Mannich base)",...
Tips
[
  {
    "en": "Three-component reaction: C-H acid + aldehyde + amine",
    "ar": "Three-component تفاعل: C-H حمض + ألدهيد + أمين",
    "cs": "Three-component reakce: C-H kyselina + aldehyd + amin",
    "da": "Three-component reaction: C-H syre + aldehyd + amin",
    "de": "Three-component reaction: C-H Säure + Aldehyd + Amin",
    "el": "Three-compέναnt αντίδραση: C-H οξύ + αλδεΰδη + αμίνη",
    "es-419": "Tres-component reaction: C-H ácido + aldehído + amina",
    "es-ES": "Tres-component reaction: C-H ácido + aldehído + amina",
    "es": "Tres-component reaction: C-H ácido + aldehído + amina",
    "fi": "Three-component reaction: C-H happo + aldehydi + amiini",
    "fr": "Trois-component reaction: C-H acide + aldéhyde + amine",
    "he": "Three-component תגובה: C-H חומצה + אלדהיד + אמין",
    "hr": "Three-component reakcija: C-H kiselina + aldehid + amin",
    "hu": "Three-compegynt reakció: C-H sav + aldehid + amban",
    "id": "Reaksi tiga komponen: asam C-H + aldehida + amina",
    "it": "Tre-component reaction: C-H acido + aldeide + ammina",
    "ja": "三成分反応: C-H酸 + アルデヒド + アミン",
    "ko": "3성분 반응: C-H 산 + 알데하이드 + 아민",
    "lv": "Three-component reakcija: C-H skabe + aldehids + amins",
    "nb": "Three-component reaction: C-H syre + aldehyd + amin",
    "nl": "Three-component reaction: C-H zuur + aldehyde + amine",
    "pl": "Three-component reakcja: C-H kwas + aldehyd + amina",
    "pt-BR": "Três-component reaction: C-H ácido + aldeído + amina",
    "pt-PT": "Três-component reaction: C-H ácido + aldeído + amina",
    "ro": "Trei-component reaction: C-H acid + aldehidă + amină",
    "ru": "Three-component реакция: C-H кислота + альдегид + амин",
    "sk": "Three-component reakcia: C-H kyselina + aldehyd + amin",
    "sl": "Three-component reakcija: C-H kislina + aldehid + amin",
    "sv": "Three-component reaction: C-H syra + aldehyd + amin",
    "th": "ปฏิกิริยา 3 องค์ประกอบ: กรด C-H + แอลดีไฮด์ + เอมีน",
    "tr": "Üç bileşenli reaksiyüzerinde: C-H olarakit + aldehit + amiçinde",
    "uk": "Three-component реакція: C-H кислота + альдегід + амін",
    "vi": "Phản ứng ba thành phần: axit C-H + aldehit + amin",
    "zh-Hans": "三组分反应:C-H 酸 + 醛 + 胺",
    "zh": "三组分反应:C-H 酸 + 醛 + 胺"
  },
  {
    "en": "Product is β-amino carbonyl (Mannich base)",
    "ar": "الناتج هو β-أمينو كربونيل (Mannich قاعدة)",
    "cs": "Produkt je β-amino karbonyl (Mannich baze)",
    "da": "Produkt er β-amino carbonyl (Mannich base)",
    "de": "Produkt ist β-amino Carbonyl (Mannich Base)",
    "el": "Προϊόν is β-amiόχι καρβονύλιο (Mannich βάση)",
    "es-419": "Producto es β-amino carbonoyl (Mannich base)",
    "es-ES": "Producto es β-amino carbonoyl (Mannich base)",
    "es": "Producto es β-amino carbonoyl (Mannich base)",
    "fi": "Tuote on β-amino karbonyyli (Mannich emäs)",
    "fr": "Produit est β-amino carboneyl (Mannich base)",
    "he": "תוצר הוא β-אמינו קרבוניל (Mannich בסיס)",
    "hr": "Produkt je β-amino karbonil (Mannich baza)",
    "hu": "Termék is β-ambanbancs karbonil (Mannich bázis)",
    "id": "Produk adalah karbonil β-amino (basa Mannich)",
    "it": "Prodotto è β-amino carbonioyl (Mannich base)",
    "ja": "生成物はβ-アミノカルボニル(Mannich塩基)",
    "ko": "생성물은 β-아미노 카보닐(Mannich 염기)",
    "lv": "Produkts ir β-amino karbonils (Mannich baze)",
    "nb": "Produkt er β-amino karbonyl (Mannich base)",
    "nl": "Product is β-aminocarbonyl (Mannich-base)",
    "pl": "Produkt jest β-amino karbonyl (Mannich zasada)",
    "pt-BR": "Produto é β-amino carbonoyl (Mannich base)",
    "pt-PT": "Produto é β-amino carbonoyl (Mannich base)",
    "ro": "Produs este β-amino carbonyl (Mannich bază)",
    "ru": "Продукт является β-амино карбонил (Mannich основание)",
    "sk": "Produkt je β-amino karbonyl (Mannich baza)",
    "sl": "Produkt je β-amino karbonil (Mannich baza)",
    "sv": "Produkt är β-amino karbonyl (Mannich bas)",
    "th": "ผลิตภัณฑ์คือคาร์บอนิล β-อะมิโน (เบส Mannich)",
    "tr": "Ürün β-amiyok karbüzerindeil (Mannich baz)",
    "uk": "Пр...
Related Reactions

aldol-addition

Is Free

false