4-(2-Methoxyethyl)phenol → 2-Hydroxy-3-[4-(2-methoxyethyl)phenoxy]-2-methyl-n-(3-methyl-4-nitro-phenyl)propionamide

HRID 133750

Reaktionsgleichung

Reaktionsgleichung von HRID 133750
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.[CH3:12][C:13]1[CH:14]=[C:15]([NH:22][C:23]([C:25]2([CH3:28])[CH2:27][O:26]2)=[O:24])[CH:16]=[CH:17][C:18]=1[N+:19]([O-:21])=[O:20]>>[OH:26][C:25]([CH3:28])([CH2:27][O:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][CH2:3][O:2][CH3:1])=[CH:6][CH:7]=1)[C:23]([NH:22][C:15]1[CH:16]=[CH:17][C:18]([N+:19]([O-:21])=[O:20])=[C:13]([CH3:12])[CH:14]=1)=[O:24]

Komponenten

3

Edukt 2

HCID 925164-(2-Methoxyethyl)phenolHCID 714200032-Methyl-N-(3-methyl-4-nitrophenyl)oxirane-2-carboxamide

Produkt 1

HCID 675269642-Hydroxy-3-[4-(2-methoxyethyl)phenoxy]-2-methyl-n-(3-methyl-4-nitro-phenyl)propionamide

Versuchsvorschrift

2-Hydroxy-3-[4-(2-methoxyethyl)phenoxy]-2-methyl-N-(3-methyl-4-nitrophenyl)propionamide was prepared as described in Example 1 starting from 4-methoxyethylphenol and 2-methyloxirane-2-carboxylic acid (3-methyl-4-nitrophenyl)amide. The crude product was purified by flash chromatography (dichloromethane-1% methanol). 1H NMR (400 MHz, DMSO-d6): 1.43 (3H, s), 2.53 (3H, s), 2.71 (2H, t, J=6.8 Hz), 3.21 (3H, s), 3.45 (2H, t, J=6.8 Hz), 3.94 (1H, d, J=9.5 Hz), 4.17 (1H, d, J=9.5 Hz), 6.20 (1H, s), 6.82 (2H, d, J=7.8 Hz), 7.10 (2H, d, J=8.0 Hz), 7.89 (1H, d, J=9.0 Hz), 7.94 (1H, s), 8.03 (1H, d, J=8.8 Hz), 10.16 (1H, s).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-578b5048ac314c1283ecb816e23655a7
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07390923B2

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