4-Fluorophenol → 3-(4-Fluorophenoxy)-2-hydroxy-2-methyl-N-(2-methyl-3-nitrophenyl)propionamide

HRID 133752

반응식

HRID 133752 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][CH:13]=[CH:12][C:11]=1[NH:19][C:20]([C:22]1([CH3:25])[CH2:24][O:23]1)=[O:21]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:25][C:22]([OH:23])([CH3:24])[C:20]([NH:19][C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([N+:16]([O-:18])=[O:17])[C:10]=2[CH3:9])=[O:21])=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 97324-FluorophenolHCID 714200022-Methyl-N-(2-methyl-3-nitrophenyl)oxirane-2-carboxamide

생성물 1

HCID 675264303-(4-Fluorophenoxy)-2-hydroxy-2-methyl-N-(2-methyl-3-nitrophenyl)propionamide

실험 절차

3-(4-Fluorophenoxy)-2-hydroxy-2-methyl-N-(2-methyl-3-nitrophenyl)propionamide was prepared as described in Example 1c starting from 4-fluorophenol and 2-methyloxirane-2-carboxylic acid (2-methyl-3-nitrophenyl)amide. The crude product was purified by flash chromatography (dichloromethane-1% methanol). 1H NMR (400 MHz, DMSO-d6): 1.44 (3H, s), 2.28 (3H, s), 3.96 (1H, d, J=9.5 Hz), 4.17 (1H, d, J=9.5 Hz), 6.14 (1H, s), 6.93-6.97 (2H, m), 7.08-7.13 (2H, m), 7.41-7.45 (1H, m), 7.66-7.68 (1H, m), 7.72-7.75 (1H, m), 9.72 (1H, s).

후처리

  1. customThe crude product was purified by flash chromatography (dichloromethane-1% methanol)

출처 및 근거

ORD 기록
ord-8b102cdf36d64878bf1379cc54b50553
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390923B2

연결된 노트

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