Benzyl Bromide → 2-Benzyloxy-5-(trifluoromethoxy)bromobenzene

HRID 580837노트

반응식

HRID 580837 반응식
[Br:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[OH:13].C(=O)([O-])[O-].[K+].[K+].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O.O>[CH2:20]([O:13][C:3]1[CH:4]=[CH:5][C:6]([O:8][C:9]([F:11])([F:12])[F:10])=[CH:7][C:2]=1[Br:1])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 215840902-Bromo-4-(trifluoromethoxy)phenol

생성물 1

HCID 112909662-Benzyloxy-5-(trifluoromethoxy)bromobenzene수율 96.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

2-Bromo-4-(trifluoromethoxy)phenol (Preparation 8; 5 g, 20 mmol) was dissolved in N,N-dimethylformamide (60 ml), and potassium carbonate (5.4 g, 40 mmol) was added, followed by benzyl bromide (3.5 ml, 30 mmol), and the reaction was stirred at ambient temperature for 15 hours. The reaction was diluted with water (150 ml) and extracted into ethyl acetate (3×60 ml). The combined organic fractions were washed with water (100 ml), brine (100 ml), dried (MgSO4) and evaporated in vacuo. Purification on silica, eluting with 2% and 5% ethyl acetate in hexane gave the title compound as a clear oil (6.7 g, 96%). 1H NMR (250 MHz, CDCl3) δ 5.47 (2H, s), 7.23 (1H, d, J=9 Hz), 7.43 (1H, dd J=8.2, 2.9 Hz), and 7.75 (6H, m).

후처리

  1. extractionextracted into ethyl acetate (3×60 ml)
  2. washThe combined organic fractions were washed with water (100 ml), brine (100 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated in vacuo
  5. customPurification on silica
  6. washeluting with 2% and 5% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-1b596318886d4534898c6ea464d46872
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919781

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