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

HRID 1108774노트

반응식

HRID 1108774 반응식
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

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 786054-PhenylcyclohexanoneHCID 9920489(R)-2-Amino-1-(3-chlorophenyl)ethanolHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 887Methanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-cdb50a1fc331486aa07540a408ab6f05
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06069176

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