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Water → 1,1-Dimethylethyl 4-[1-(diphenylmethyl)-3-azetidinyl]hexahydro-1H-1,4-diazepine-1-carboxylate

HRID 1384795
ノート
印刷プレビュー

反応式

HRID 1384795 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:23](=[O:26])([O-])[O-:24].[K+].[K+].O.ClCCl.CO.[C:35](#[N:37])[CH3:36]>>[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:37]3[CH2:11][CH2:10][CH2:9][N:8]([C:23]([O:24][C:1]([CH3:7])([CH3:6])[CH3:2])=[O:26])[CH2:36][CH2:35]3)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 962WaterHCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonateHCID 21226129Dichloromethane methanol

生成物 1

HCID 211837621,1-Dimethylethyl 4-[1-(diphenylmethyl)-3-azetidinyl]hexahydro-1H-1,4-diazepine-1-carboxylate

実験手順

To a solution of 1-diphenylmethyl-3-methanesulphonyloxyazetidine (WO 96/05193) (25 g) in acetonitrile (800 mL) were added the compound of PREPARATION 24 (19 g) and potassium carbonate (33 g). The reaction mixture was heated to reflux for 12 h, then cooled to room temperature. Water was added to the resulting slurry, and the mixture extracted three times with ethyl acetate. The combined organics were washed with brine, dried over magnesium sulphate, filtered and dried in vacuo to yield crude product. Chromatography on silica gel eluting with dichloromethane:methanol (95:5) yielded the title compound (24.7 g).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 h
  3. extractionthe mixture extracted three times with ethyl acetate
  4. washThe combined organics were washed with brine
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customdried in vacuo
  8. customto yield crude product

出典と根拠

ORDレコード
ord-56965c0a85c7480881ad8a711f4fef68
出典データセット
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06262046B1

反応ノート

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