1-(p-Methoxyphenyl)-2-propanone → N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-fluorophenyl)ethanamine

HRID 1731573

반응식

HRID 1731573 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=O)[CH3:11])=[CH:5][CH:4]=1.[OH:13][CH:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=1)[CH2:15][NH2:16].[BH4-].[Na+]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:16][CH2:15][CH:14]([OH:13])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)[CH3:11])=[CH:5][CH:4]=1

참가 물질

4

반응물 3

HCID 312311-(p-Methoxyphenyl)-2-propanoneHCID 358002-Amino-1-(3-fluorophenyl)ethan-1-olHCID 4311764Sodium borohydride

생성물 1

HCID 20227980N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-fluorophenyl)ethanamine

실험 절차

1-(4-Methoxyphenyl)propan-2-one (2.25 g) and 2-hydroxy-2-(3-fluorophenyl)ethanamine (2.13 g) were condensed ahd subsequently reduced with sodium borohydride (2.75 g) by an analogous procedure to that described in Example 1. The crude product was recrystallised from diethyl ether-hexane to give N-[2-(4-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-fluorophenyl)ethanamine, mp 85°-9° C., as a 37:63 mixture of diastereoisomers.

후처리

  1. customcondensed
  2. customThe crude product was recrystallised from diethyl ether-hexane

출처 및 근거

ORD 기록
ord-2b38915ea92c4bc7bb59a6862849825d
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04622342

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