Dichloromethane → 1-Benzhydryl-3-(4,4,4-trifluorobutoxy)-azetidine

HRID 83037

반응식

HRID 83037 반응식
CS([O:5][CH:6]1[CH2:9][N:8]([CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7]1)(=O)=O.[F:23][C:24]([F:29])([F:28])[CH2:25][CH2:26]O.Cl[CH2:31]Cl>O>[CH:10]([N:8]1[CH2:9][CH:6]([O:5][CH2:31][CH2:26][CH2:25][C:24]([F:29])([F:28])[F:23])[CH2:7]1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 1375123,3,3-Trifluoro-1-propanolHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate

생성물 1

HCID 671546911-Benzhydryl-3-(4,4,4-trifluorobutoxy)-azetidine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A suspension of 1-benzhydrylazetidin-3-yl methanesulfonate (247 mg, 0.78 mmol) in trifluoropropanol (1 g, 7.8 mmol) was placed under micro-wave irradiations (100 W) and heated at 100° C. during 30 minutes. The reaction mixture was diluted by addition of dichloromethane (50 mL) and water (30 mL). The two phases were separated and the aqueous phase was extracted with dichloromethane (2×20 mL). The combined organic phases were dried over sodium sulphate and concentrated to dryness. The residue was purified by chromatography on silica gel using petroleum ether/ethyl acetate (8:2) as eluent. The title product was isolated as a yellow oil (191 mg, 33%).

후처리

  1. customThe two phases were separated
  2. extractionthe aqueous phase was extracted with dichloromethane (2×20 mL)
  3. dry with materialThe combined organic phases were dried over sodium sulphate
  4. concentrationconcentrated to dryness
  5. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-3690cc64a7084b7cbf1014fa2564e15b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846711B2

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