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

HRID 1066064노트

반응식

HRID 1066064 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.O.C(=O)([O-])[O-].[K+].[K+].[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>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:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonate

생성물 1

HCID 211837864-[1-(Diphenylmethyl)azetidin-3-yl]morpholine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 1-diphenylmethyl-3-methanesulphonyloxyazetidine (see PREPARATION 11 (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 four hours. The solution was then cooled to room temperature, water (50 ml) added and the mixture concentrated under reduced pressure. The residue was partitioned between ethyl acetate (400 ml) and water (400 ml) and the organic phase separated and washed with water (2×400 ml). The organic phase was dried over magnesium sulphate, filtered and the solvent removed from the filtrate under reduced pressure. The residue was then chromatographed using silica gel eluting with hexane:diethyl ether (1:1, by volume) to give the title compound (16.5 g).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for four hours
  3. concentrationthe mixture concentrated under reduced pressure
  4. customThe residue was partitioned between ethyl acetate (400 ml) and water (400 ml)
  5. customthe organic phase separated
  6. washwashed with water (2×400 ml)
  7. dry with materialThe organic phase was dried over magnesium sulphate
  8. filtrationfiltered
  9. customthe solvent removed from the filtrate under reduced pressure
  10. customThe residue was then chromatographed

출처 및 근거

ORD 기록
ord-9ab57a3b09a94b94b343bdc9bb5e01ed
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242438B1

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