3-Methoxyphenol → N-cyclohexyl-4-[(3-methoxyphenoxy)methyl]-N-methylbenzamide

HRID 1588915노트

반응식

HRID 1588915 반응식
C([O-])([O-])=O.[K+].[K+].[CH3:7][N:8]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16]Br)=[CH:12][CH:11]=1.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([OH:33])[CH:30]=[CH:31][CH:32]=1>>[CH:19]1([N:8]([CH3:7])[C:9](=[O:18])[C:10]2[CH:15]=[CH:14][C:13]([CH2:16][O:33][C:29]3[CH:30]=[CH:31][CH:32]=[C:27]([O:26][CH3:25])[CH:28]=3)=[CH:12][CH:11]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

참가 물질

4

반응물 3

HCID 90073-MethoxyphenolHCID 11430Potassium CarbonateHCID 14797401N-cyclohexyl-N-methyl-4-bromomethylbenzamide

생성물 1

HCID 19754861N-cyclohexyl-4-[(3-methoxyphenoxy)methyl]-N-methylbenzamide

실험 절차

The reaction and workup were carried out in the same manner as for Example 21 using K2CO3 (674 mg, 4.88 mmol), 4-bromomethylbenzoic acid N-methyl-N-cyclohexyl amide (629 mg, 2.03 mmol) and 3-methoxyphenol (251 mg, 2.02 mmol). The crude product was chromatographed on silica gel using mixtures of ethyl acetate and hexane as eluents to give the title compound as a crystalline solid that could be recrystallized from ethyl acetate and hexane, m. pt. 90.38° C. (DSC).

후처리

  1. customThe reaction and workup
  2. customThe crude product was chromatographed on silica gel using mixtures of ethyl acetate and hexane as eluents

출처 및 근거

ORD 기록
ord-ecce084f22974beca31e82c6aca21c64
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05223539

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