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3-Bromoanisole → (1RS,2RS,4SR)-2-dimethylaminomethyl-1-(3-methoxy-phenyl)-4-phenylethyl-cyclohexanol hydrochloride

HRID 2392758
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HRID 2392758 반응식
[ClH:1].[CH3:2][N:3]([CH2:5][CH:6]1[CH2:11][CH:10]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8][C:7]1=[O:20])[CH3:4].Br[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=1>>[ClH:1].[CH3:2][N:3]([CH2:5][CH:6]1[CH2:11][CH:10]([CH2:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:9][CH2:8][C:7]1([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=1)[OH:20])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 169713-BromoanisoleHCID 189804162-Dimethylaminomethyl-4-(phenethyl)-cyclohexanone hydrochloride

생성물 1

HCID 67642006(1RS,2RS,4SR)-2-dimethylaminomethyl-1-(3-methoxy-phenyl)-4-phenylethyl-cyclohexanol hydrochloride수율 40%

실험 절차

The base of compound (48) was reacted with 1-bromo-3-methoxy-benzene corresponding to the conditions described in Example 1. The base obtained was purified firstly with 7:1 ether/methanol via a silica gel column and subsequently via HPLC. It was taken up in 2-butanone and trimethylchlorosilane/water was added, with the addition of ether if necessary. Compound (45) was obtained in a yield of 40% theoretical.

후처리

  1. customThe base obtained
  2. custom
was purified firstly with 7:1 ether/methanol via a silica gel column and subsequently via HPLC
  • additiontrimethylchlorosilane/water was added, with the addition of ether if necessary
  • 출처 및 근거

    ORD 기록
    ord-12bc53f40f4a406cb733b3a89d7c6082
    출처 데이터셋
    uspto-grants-1998_09
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05801201

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