3-Cyclohexene-1-carboxaldehyde → Z-2-(4-fluorophenyl)-3-(3-cyclohexenyl)-propenal

HRID 654464

反応式

HRID 654464 の反応式
[OH-].[Na+].[CH:3]1([CH:9]=O)[CH2:8][CH2:7][CH:6]=[CH:5][CH2:4]1.[F:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19]=[O:20])=[CH:14][CH:13]=1>O.CO>[F:11][C:12]1[CH:17]=[CH:16][C:15](/[C:18](=[CH:9]/[CH:3]2[CH2:8][CH2:7][CH:6]=[CH:5][CH2:4]2)/[CH:19]=[O:20])=[CH:14][CH:13]=1

参加物

6

反応物 3

HCID 75083-Cyclohexene-1-carboxaldehydeHCID 14798Sodium HydroxideHCID 111263222-(4-fluorophenyl)acetaldehyde

生成物 1

HCID 21615834Z-2-(4-fluorophenyl)-3-(3-cyclohexenyl)-propenal収率 41%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

反応条件

温度
10 °C

実験手順

5.5 g of sodium hydroxide in 30 ml of water are added to a solution of 40 g of 3-cyclohexenecarbaldehyde in 300 ml of methanol. The reaction mixture is cooled to 10° C., and 49.7 g of 4-fluorophenylacetaldehyde are rapidly added dropwise, the temperature of the solution not exceeding 30° C. After the mixture has been stirred for 2 hours at room temperature, 200 ml of water are added to the colorless reaction solution and the resulting emulsion is extracted by shaking with methyl tert-butyl ether. The organic phase is separated off, and 34 g (41%) of Z-2-(4-fluorophenyl)-3-(3-cyclohexenyl)-propenal are obtained under 0.5 mbar and at 136°-142° C. by distillation of the remaining residue.

後処理

  1. customexceeding 30° C
  2. extractionthe resulting emulsion is extracted
  3. stirringby shaking with methyl tert-butyl ether
  4. customThe organic phase is separated off

出典と根拠

ORDレコード
ord-3d8f3edfab3d4102a408ac7aad6c81e4
出典データセット
uspto-grants-1992_07
特許番号
US05132318

関連ノート

読み込み中…