Diethyl Ether → HCID 68822475, 화합물

HRID 751196

반응식

HRID 751196 반응식
[C:1]([Si:5]([CH3:17])([CH3:16])[O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[CH:10]2)([CH3:4])([CH3:3])[CH3:2].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[Cs+].[Cs+].C(OCC)C>CN(C=O)C>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][N:12]1[C:13]2[C:9](=[CH:8][C:7]([O:6][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:17])[CH3:16])=[CH:15][CH:14]=2)[CH:10]=[CH:11]1)[CH3:24]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 222508175-(tert-Butyldimethylsilyloxy)-1H-indole

생성물 1

HCID 68822475HCID 68822475, 화합물수율 104%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A suspension of 5-(tert-butyl-dimethyl-silanyloxy)-1H-indole (9.2 g, 37.2 mmol), ethyl bromoacetate (4.79 ml, 40.9 mmol) and cesium carbonate (36.4 g, 111.5 mmol) in DMF (140 ml) was stirred for 3 h at RT. Diethyl ether was added and the mixture was washed with 1N HCl and water, and dried over sodium sulfate. The ether phase was concentrated under reduced pressure to give 12.9 g (quant.) of [5-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester which was used in the next step without further purification.

후처리

  1. washthe mixture was washed with 1N HCl and water
  2. dry with materialdried over sodium sulfate
  3. concentrationThe ether phase was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f114a15fa2904497aae4de17a35e5f31
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405236B2

연결된 노트

불러오는 중…