Vilsmeier–Haack reaction
The Vilsmeier–Haack reaction (also called the Vilsmeier reaction) is the chemical reaction of a substituted amide (1) with phosphorus oxychloride and an electron-rich arene (3) to produce an aryl aldehyde or ketone (5). The reaction is named after Anton Vilsmeier and . For example, benzanilide and dimethylaniline react with phosphorus oxychloride to produce an unsymmetrical diaryl ketone. Similarly, anthracene is formylated at the 9-position. The reaction of anthracene with N-methylformanilide, also using phosphorus oxychloride, gives 9-anthracenecarboxaldehyde:
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AldehydeAmideAnton VilsmeierCyclobutadieneiron tricarbonylDimethylcarbamoyl chloride1,2-dimethoxyethaanDuff reactionElectrophilic aromatic substitutionFormylation reactionHaackImidoyl chlorideIminium1,2-dimethoxyethaanIsochem companyList of organic reactionsOxalyl chloridePhosphorus pentachloridePhosphoryl chloridePyrroleReimer–Tiemann reactionSteroidal aromatase inhibitorThionyl chlorideThiophene-2-carboxaldehydeVilsmaier-Haack reactionVilsmeier-Haack reactionVilsmeier-Haack reagentVilsmeier reactionVilsmeier reagentVilsmeier–Haack reagent
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Vilsmeier–Haack reaction
The Vilsmeier–Haack reaction (also called the Vilsmeier reaction) is the chemical reaction of a substituted amide (1) with phosphorus oxychloride and an electron-rich arene (3) to produce an aryl aldehyde or ketone (5). The reaction is named after Anton Vilsmeier and . For example, benzanilide and dimethylaniline react with phosphorus oxychloride to produce an unsymmetrical diaryl ketone. Similarly, anthracene is formylated at the 9-position. The reaction of anthracene with N-methylformanilide, also using phosphorus oxychloride, gives 9-anthracenecarboxaldehyde:
has abstract
A reação de Vilsmeier-Haack , ...... nece 9-antracenocarboxaldeído:
@pt
De Vilsmeier-Haack Reactie is ...... rt zeer vlot tot het aldehyde.
@nl
Die Vilsmeier-Haack-Reaktion, ...... k-Arnold Formylierungen, VHA).
@de
La reacción de Vilsmeier-Haack ...... exclusivamente en posición 9.
@es
La reazione di Vilsmeier-Haack ...... ldeidi secondarie e terziarie.
@it
La réaction de Vilsmeier-Haack ...... exclusivement en position 9 :
@fr
The Vilsmeier–Haack reaction ( ...... es 9-anthracenecarboxaldehyde:
@en
Реакция Вильсмейера — Хаака — ...... . Была открыта в 1927 году и .
@ru
ビルスマイヤー・ハック反応（ビルスマイヤー・ハックはんのう、 ...... る。またアントラセンは9位の炭素が選択的にホルミル化される。
@ja
维尔斯迈尔－哈克反应（Vilsmeier-Haack rea ...... 应生成芳环上甲酰化产物。该反应只适于活泼底物，如苯酚、苯胺。
@zh
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page length (characters) of wiki page
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name
Vilsmeier–Haack reaction
@en
namedafter
Albrecht Haack
@en
type
Substitution reaction
@en
wikiPageUsesTemplate
hypernym
type
comment
A reação de Vilsmeier-Haack , ...... on Vilsmeier e Albrecht Haack.
@pt
De Vilsmeier-Haack Reactie is ...... rt zeer vlot tot het aldehyde.
@nl
Die Vilsmeier-Haack-Reaktion, ...... rweiterte sich kontinuierlich.
@de
La reacción de Vilsmeier-Haack ...... exclusivamente en posición 9.
@es
La reazione di Vilsmeier-Haack ...... ldeidi secondarie e terziarie.
@it
La réaction de Vilsmeier-Haack ...... exclusivement en position 9 :
@fr
The Vilsmeier–Haack reaction ( ...... es 9-anthracenecarboxaldehyde:
@en
Реакция Вильсмейера — Хаака — ...... . Была открыта в 1927 году и .
@ru
ビルスマイヤー・ハック反応（ビルスマイヤー・ハックはんのう、 ...... る。またアントラセンは9位の炭素が選択的にホルミル化される。
@ja
维尔斯迈尔－哈克反应（Vilsmeier-Haack rea ...... 应生成芳环上甲酰化产物。该反应只适于活泼底物，如苯酚、苯胺。
@zh
label
Reacción de Vilsmeier-Haack
@es
Reazione di Vilsmeier-Haack
@it
Reação de Vilsmeier-Haack
@pt
Réaction de Vilsmeier-Haack
@fr
Vilsmeier-Haack-Reaktion
@de
Vilsmeier-Haack-reactie
@nl
Vilsmeier–Haack reaction
@en
Реакция Вильсмейера — Хаака
@ru
ビルスマイヤー・ハック反応
@ja
维尔斯迈尔－哈克反应
@zh