Water → 1-Bromo-4-[2-(2-methylpropoxy)ethyl]benzene

HRID 70566

반응식

HRID 70566 반응식
[OH-].[K+].Br[CH2:4][CH:5]([CH3:7])[CH3:6].[Br:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][OH:17])=[CH:11][CH:10]=1.O>CS(C)=O>[Br:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][CH2:4][CH:5]([CH3:7])[CH3:6])=[CH:11][CH:10]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 65551-Bromo-2-methylpropaneHCID 14797Potassium HydroxideHCID 728512-(4-Bromophenyl)ethanol

생성물 1

HCID 584526021-Bromo-4-[2-(2-methylpropoxy)ethyl]benzene수율 70%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Potassium hydroxide (1.32 g) and 1-bromo-2-methylpropane (1.04 mL) were added to a solution of 2-(4-bromophenyl)ethylalcohol (140 μL) in dimethyl sulfoxide (2 mL), and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, followed by extraction with dichloromethane. The organic layer was filtered through diatomaceous earth and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane only) to give the title compound as a colorless oil (180 mg, 70%).

후처리

  1. extractionfollowed by extraction with dichloromethane
  2. filtrationThe organic layer was filtered through diatomaceous earth
  3. customthe filtrate was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane only)

출처 및 근거

ORD 기록
ord-e7e49ce9aa2a40a69c28271e7938841f
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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