Water → 4-[1-(Diphenylmethyl)azetidin-3-yl]morpholine

HRID 377027노트

반응식

HRID 377027 반응식
[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[CH2:11][CH:10](OS(C)(=O)=O)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1.O>C(#N)C>[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[CH2:11][CH:10]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate

생성물 1

HCID 211837864-[1-(Diphenylmethyl)azetidin-3-yl]morpholine수율 273%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 1-diphenylmethyl-3-methanesulphonyloxyazetidine (Preparation 1(b)) (24.46 g, 7.72 mmol), potassium carbonate (32 g, 3 mol equiv) and morpholine (7.34 ml, 1.09 mol equiv) in acetonitrile (200 ml) was heated under reflux for 4 hours. The solution was then cooled to room temperature, water (50 ml) added and the mixture concentrated in vacuo. The residue was then partitioned between ethyl acetate (400 ml) and water (400 ml) and the organic phase washed with water (2×400 ml). The organic phase was dried over MgSO4, and the solvent removed in vacuo. The residue was chromatographed using silica gel eluting with hexane:diethyl ether (1:1) to give the title compound (1 6.5 g).

후처리

  1. temperatureunder reflux for 4 hours
  2. concentrationthe mixture concentrated in vacuo
  3. customThe residue was then partitioned between ethyl acetate (400 ml) and water (400 ml)
  4. washthe organic phase washed with water (2×400 ml)
  5. dry with materialThe organic phase was dried over MgSO4
  6. customthe solvent removed in vacuo
  7. customThe residue was chromatographed

출처 및 근거

ORD 기록
ord-1a932417e5a14678af4eea02b8102b02
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022971

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