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

HRID 36153

반응식

HRID 36153 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 22407915Ethyl 4-(3-bromophenoxy)butanoate수율 81%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-26810b48b3c1469f94b5bd575d02ab24
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05412137

연결된 노트

불러오는 중…