Acetic Acid → (1R)-1-(3-chlorophenyl)-2-(4-phenylcyclohexylamino) ethanol

HRID 1108774ノート

反応式

HRID 1108774 の反応式
C(O)(=O)C.[NH2:5][CH2:6][C@@H:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=1)[OH:8].[C:16]1([CH:22]2[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[H][H]>CO.O=[Pt]=O>[Cl:15][C:11]1[CH:10]=[C:9]([C@@H:7]([OH:8])[CH2:6][NH:5][CH:25]2[CH2:24][CH2:23][CH:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:27][CH2:26]2)[CH:14]=[CH:13][CH:12]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 786054-PhenylcyclohexanoneHCID 9920489(R)-2-Amino-1-(3-chlorophenyl)ethanolHCID 178418361HCID 178418361、化合物

生成物 1

HCID 54333897(1R)-1-(3-chlorophenyl)-2-(4-phenylcyclohexylamino) ethanol収率 4%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 887Methanol溶媒

実験手順

Acetic acid (1 ml) and PtO2 (160 mg) were added to a solution of (R)-2-amino-1-(3-chlorophenyl) ethanol (600 mg) and 4-phenylcyclohexanone (610 mg) in methanol (30 ml), and hydrogen addition was carried out at room temperature. After consumption of the starting materials, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. Separation and purification by silica gel column chromatography (chloroform:methanol=30:1) gave 43 mg of (1R)-1-(3-chlorophenyl)-2-(4-phenylcyclohexylamino) ethanol (4.0% yield).

後処理

  1. customwas carried out at room temperature
  2. customAfter consumption of the starting materials
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customSeparation and purification by silica gel column chromatography (chloroform:methanol=30:1)

出典と根拠

ORDレコード
ord-cdb50a1fc331486aa07540a408ab6f05
出典データセット
uspto-grants-2000_05
特許番号
US06069176

反応ノート

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