Water → Butyl Cinnamate

HRID 241317ノート

反応式

HRID 241317 の反応式
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:4])[CH:2]=[CH2:3].C([O-])([O-])=O.[K+].[K+].Br[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>CN(C)C=O>[C:17]1(/[CH:3]=[CH:2]/[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 962WaterHCID 7961BromobenzeneHCID 8846Butyl AcrylateHCID 11430Potassium Carbonate

生成物 1

HCID 5273465Butyl Cinnamate収率 64%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.38 g (2.9 mmol) of butyl acrylate and 0.30 g (2.2 mmol) of K2CO3 are added to a solution of 0.32 g (2.0 mmol) of bromobenzene in 20 ml of dimethylformamide. After the mixture has been stirred at room temperature for 5 minutes, 0.08 g (0.05 mmol) of [{Pd[P(C2F5)2O]2H}2(μ-Cl)2], prepared in accordance with Example 13, is added, and the reaction mixture is heated under reflux for 20 hours. After cooling and addition of 100 ml of water, the reaction mixture is extracted with 100 ml of diethyl ether. The organic phase is washed with water and dried using MgSO4. After filtration and removal of the solvent (in vacuo), 0.26 g of butyl (E)-3-(phenyl)acrylate is isolated as a colourless oil. The yield is 64%, based on the bromobenzene employed.

後処理

  1. additionis added
  2. temperaturethe reaction mixture is heated
  3. temperatureunder reflux for 20 hours
  4. temperatureAfter cooling
  5. extractionthe reaction mixture is extracted with 100 ml of diethyl ether
  6. washThe organic phase is washed with water
  7. customdried
  8. filtrationAfter filtration and removal of the solvent (in vacuo)

出典と根拠

ORDレコード
ord-b6462be693e244c6964e0bf176e8f737
出典データセット
uspto-grants-2014_02
特許番号
US08648202B2

反応ノート

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