Imidazole → 4-[2-(Tert-butyldimethylsilanyloxy)ethoxy]bromobenzene

HRID 1387134노트

반응식

HRID 1387134 반응식
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[CH:4][CH:3]=1.[Si:12](Cl)([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13].N1C=CN=C1>CN(C=O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][O:9][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 991682-(p-Bromophenoxy)ethanol

생성물 1

HCID 150978074-[2-(Tert-butyldimethylsilanyloxy)ethoxy]bromobenzene수율 99.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-(4-bromophenoxy)ethanol (10.94 g, 50.4 mmol), in dry DMF (50 mL), was added t-butyldimethylsilyl chloride (7.6 g , 50.4 mmol) and imidazole (3.77 g , 55.5 mmol). The reaction was stirred at ambient temperature for 18 h, then partitioned with hexane (300 mL) and water (300 mL). The aqueous layer was extracted with hexane (3×100 mL). The combined organic extracts were dried (MgSO4) and the solvent removed under reduced pressure to give the desired product as an oil (16.6 g, 99%).

후처리

  1. custompartitioned with hexane (300 mL) and water (300 mL)
  2. extractionThe aqueous layer was extracted with hexane (3×100 mL)
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-ee293c3bdccf400b9a6af00191d49d87
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265575B1

반응 노트

불러오는 중…