2-Bromoethanol → 2-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanol

HRID 517991노트

반응식

HRID 517991 반응식
Br[CH2:2][CH2:3][OH:4].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([C:13]([F:16])([F:15])[F:14])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.C(OCC)(=O)C.O.[OH-].[Na+]>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:2][CH2:3][OH:4])=[C:8]([C:13]([F:14])([F:15])[F:16])[CH:7]=1

참가 물질

8

반응물 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 142784o-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-

생성물 1

HCID 576575832-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanol수율 80.3%

시약·촉매·용매 4

HCID 962Water용매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매HCID 14798Sodium Hydroxide용매

실험 절차

2-Bromoethanol (10.37 g) was added to a mixture of 4-bromo-2-(trifluoro-methyl)phenol (20 g) and potassium carbonate (22.94 g) in Acetonitrile (150 ml). The above reaction mixture was refluxed overnight, then diluted with ethyl acetate (500 ml), water (300 ml) the 0.5M sodium hydroxide (300 ml). Organic layer was separated and dried over magnesium sulphate, solvent removed under reduced pressure to give white solid (19 g), NMR consistent with product. 1H NMR (CDCl3) δ: 7.69 (d, 1H), 7.58 (dd, 1H), 6.91 (d, 1H), 4.15 (t, 2H), 3.97 (t, 2H).

후처리

  1. customThe above reaction mixture
  2. temperaturewas refluxed overnight
  3. customOrganic layer was separated
  4. dry with materialdried over magnesium sulphate, solvent
  5. customremoved under reduced pressure

출처 및 근거

ORD 기록
ord-2a390911041d4fb0aaacc39f28bb69f3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115126B2

반응 노트

불러오는 중…