Benzyl Bromide → 1-(2-(Benzyloxy)ethyl)-4-bromobenzene

HRID 1869046

반응식

HRID 1869046 반응식
[H-].[Na+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][OH:12])=[CH:6][CH:5]=1.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[Cl-].[NH4+]>COCCOC>[CH2:13]([O:12][CH2:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([Br:3])=[CH:5][CH:6]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

6

반응물 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 728512-(4-Bromophenyl)ethanol

생성물 1

HCID 219093031-(2-(Benzyloxy)ethyl)-4-bromobenzene

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

To a suspension of sodium hydride (60%, 1.09 g) in 1,2-dimethoxyethane (25 mL) was added 2-(4-bromophenyl)ethanol (5 g) under ice-cooling, and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture was added benzyl bromide (3.25 mL), and the mixture was stirred at 80° C. overnight. To the reaction mixture was added a saturated aqueous ammonium chloride solution, and the resulting mixture was extracted with diethyl ether. The extract was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=50/1-20/1) to give the title compound (6.8 g).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at 80° C. overnight
  3. extractionthe resulting mixture was extracted with diethyl ether
  4. washThe extract was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=50/1-20/1)

출처 및 근거

ORD 기록
ord-30003bf862c74127ade034dace643531
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07635684B2

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