Imidazole → ((5-Bromopentyl)oxy)(tert-butyl)dimethylsilane

HRID 361689

반응식

HRID 361689 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].N1C=CN=C1.[C:13]([Si:17]([CH3:20])([CH3:19])Cl)([CH3:16])([CH3:15])[CH3:14].O>O1CCCC1.C(OCC)C>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][Si:17]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:20])[CH3:19]

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 1187091-Pentanol, 5-bromo-

생성물 1

HCID 14381200((5-Bromopentyl)oxy)(tert-butyl)dimethylsilane수율 89.1%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 28 g of crude 5-bromo-1-pentanol in 144 ml of tetrahydrofuran is mixed with 24 g of imidazole. Then, a solution of 30.3 g of tert-butyldimethylchlorosilane in 46 ml of tetrahydrofuran is added in drops, and it is stirred for 4 hours at room temperature. The reaction mixture is poured into water, shaken out with diethyl ether, the organic phase is washed 4 times with water, dried on sodium sulfate and concentrated by evaporation. The crude product is chromatographed on silica gel with hexane/diethyl ether. 42 g of the title compound is obtained as a colorless liquid.

후처리

  1. washthe organic phase is washed 4 times with water
  2. customdried on sodium sulfate
  3. concentrationconcentrated by evaporation
  4. customThe crude product is chromatographed on silica gel with hexane/diethyl ether

출처 및 근거

ORD 기록
ord-0281aa91382f4d6b96d561ba643d1119
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866560

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