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

HRID 1599436ノート

反応式

HRID 1599436 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 211837864-[1-(Diphenylmethyl)azetidin-3-yl]morpholine収率 693%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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 (16.5 g).

後処理

  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

出典と根拠

ORDレコード
ord-af374f2bbc114b0a9380dd58743c6079
出典データセット
uspto-grants-1998_04
特許番号
US05741790

反応ノート

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