Bromine → 2-Bromo-1-(3-phenyl-5-trifluoromethyl-isoxazol-4-yl)-ethanone

HRID 2262527노트

반응식

HRID 2262527 반응식
[C:1]1([C:7]2[C:11]([C:12](=[O:14])[CH3:13])=[C:10]([C:15]([F:18])([F:17])[F:16])[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:19]Br>C(Cl)(Cl)Cl.CC(O)=O>[Br:19][CH2:13][C:12]([C:11]1[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][O:9][C:10]=1[C:15]([F:17])([F:18])[F:16])=[O:14]

참가 물질

5

반응물 2

HCID 24408BromineHCID 673634031-(3-Phenyl-5-trifluoromethyl-isoxazol-4-yl)-ethanone

생성물 1

HCID 873703972-Bromo-1-(3-phenyl-5-trifluoromethyl-isoxazol-4-yl)-ethanone수율 59.9%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6212Chloroform용매2회

실험 절차

To a solution of 1-(3-phenyl-5-trifluoromethyl-isoxazol-4-yl)-ethanone (2.88 g, 11 mmol) in chloroform (11 mL) and AcOH (0.6 mL) at 48° C. was added a solution of bromine (0.61 mL, 12 mmol) in chloroform (3.5 mL) over 5 min keeping the temperature below 50° C. After addition the reaction mixture was allowed to cool down to room temperature and poured into ice-water (200 mL). The layers were separated and the aqueous layer extracted with dichloromethane. The combined organic layers were then washed with water and brine, dried over sodium sulphate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate: 100:0 to 4:1) afforded the title compound (2.2 g, 59%) which was obtained as a light yellow oil. MS: m/e=334.3/336.4 [M+H]+.

후처리

  1. customthe temperature below 50° C
  2. additionAfter addition the reaction mixture
  3. customThe layers were separated
  4. extractionthe aqueous layer extracted with dichloromethane
  5. washThe combined organic layers were then washed with water and brine
  6. dry with materialdried over sodium sulphate
  7. customevaporated
  8. customPurification by chromatography (SiO2, heptane:ethyl acetate: 100:0 to 4:1)

출처 및 근거

ORD 기록
ord-3c40529d311e454db32dab8bf2b968e5
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851469B2

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