Potassium Hydroxide → 3-[4-Chloro-3-(trifluoromethyl)phenyl]prop-2-enenitrile

HRID 22368

反応式

HRID 22368 の反応式
[C:1]([CH2:3]P(=O)(OCC)OCC)#[N:2].[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][C:14]=1[C:21]([F:24])([F:23])[F:22].[OH-].[K+]>O1CCCC1>[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[CH:3][C:1]#[N:2])=[CH:15][C:14]=1[C:21]([F:22])([F:23])[F:24]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 75676Diethyl (cyanomethyl)phosphonateHCID 1186424-Chloro-3-(trifluoromethyl)benzaldehyde

生成物 1

HCID 541762263-[4-Chloro-3-(trifluoromethyl)phenyl]prop-2-enenitrile収率 87.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution consisting of 10.6 g (0.06 mol) of diethyl cyanomethylphosphonate and 12.5 g (0.06 mol) of 4-chloro-3-trifluoromethylbenzaldehyde in 65 ml of tetrahydrofuran is added dropwise to a suspension of 6.7 g (0.12 mol) of powdered potassium hydroxide in 185 ml of tetrahydrofuran. During this process, there is a slight evolution of heat. Subsequently, the mixture is stirred at room temperature for 20 minutes and the solid material which separates off is filtered off and washed with tetrahydrofuran. The filtrate is concentrated in vacuo and the remaining residue is dried. 12.1 g (87.0% of theory) of 4-chloro-3-trifluoromethyl-cinnamonitrile are obtained as an E/Z isomeric mixture.

後処理

  1. temperatureof heat
  2. filtrationis filtered off
  3. washwashed with tetrahydrofuran
  4. concentrationThe filtrate is concentrated in vacuo
  5. customthe remaining residue is dried

出典と根拠

ORDレコード
ord-d4caff9d09254cf9a804c28ae2cf88db
出典データセット
uspto-grants-1995_06
特許番号
US05428049

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