Potassium Carbonate → Ethyl 4-(3-bromophenoxy)butanoate

HRID 36153

反応式

HRID 36153 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Br[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 115633-BromophenolHCID 76300Ethyl 4-bromobutyrate

生成物 1

HCID 22407915Ethyl 4-(3-bromophenoxy)butanoate収率 81%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To a solution of 7.0 g of 3-bromophenol and 7.8 g of ethyl 4-bromobutyrate in 50 ml of DMF is added 11.2 g of K2CO3. The mixture is heated at 60° C. for 1 day and then poured into an ice-water mixture. This mixture is extracted with ether, and the ether extract is washed with water and dried over MgSO4. After filtration and concentration, a solution of 9.3 g of the ethyl 4-(3-bromophenoxy)butyrate obtained in 100 ml of THF is cooled to 0° C.; and 130 ml of a 1.5M solution of DIBAL-H in toluene is added dropwise. The reaction is stirred for 1 hour at 0° C. and 2 hours at room temperature, following which the reaction mixture is poured into a mixture of ice/3N HCl and extracted with ether. The ether extract is washed with water and dried over MgSO4. Filtration and concentration yields 4-(3 -Bromophenoxy)butan-1-ol.

後処理

  1. extractionThis mixture is extracted with ether
  2. extractionthe ether extract
  3. washis washed with water
  4. dry with materialdried over MgSO4
  5. filtrationAfter filtration and concentration

出典と根拠

ORDレコード
ord-26810b48b3c1469f94b5bd575d02ab24
出典データセット
uspto-grants-1995_05
特許番号
US05412137

関連ノート

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