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

HRID 83037

反応式

HRID 83037 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3690cc64a7084b7cbf1014fa2564e15b
出典データセット
uspto-grants-2014_09
特許番号
US08846711B2

関連ノート

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