Acetic Acid → 1-(4-hydroxymethyl-phenyl)-ethanone O-(4-chloro-3-trifluoromethyl-benzyl)-oxime

HRID 547268

Reaktionsgleichung

Reaktionsgleichung von HRID 547268
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH3:10])=[CH:5][CH:4]=1.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([CH2:17][O:18][NH2:19])=[CH:15][C:14]=1[C:22]([F:25])([F:24])[F:23].C(O)(=O)C>CO>[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([CH2:17][O:18][N:19]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:2][OH:1])=[CH:4][CH:5]=2)[CH3:10])=[CH:15][C:14]=1[C:22]([F:23])([F:24])[F:25]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 5852641-(4-(Hydroxymethyl)phenyl)ethanoneHCID 67189157O-(4-chloro-3-trifluoromethyl-benzyl)-hydroxylamine

Produkt 1

HCID 865959951-(4-hydroxymethyl-phenyl)-ethanone O-(4-chloro-3-trifluoromethyl-benzyl)-oxime

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-hydroxymethyl-phenyl)-ethanone (1 eq) in methanol is added O-(4-chloro-3-trifluoromethyl-benzyl)-hydroxylamine (1 eq) followed by the addition of acetic acid (0.05 eq). The mixture is stirred at room temperature for 5 hours. After concentrated, the residue is purified by column chromatography (30% EtOAc in hexane) to give 1-(4-hydroxymethyl-phenyl)-ethanone O-(4-chloro-3-trifluoromethyl-benzyl)-oxime as an oil [MS: (ES+) 358.1 (M+1)+].

Aufarbeitung

  1. concentrationAfter concentrated
  2. customthe residue is purified by column chromatography (30% EtOAc in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-69b7419d439e4af2a3c61aac04cdb6dd
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939519B2

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