Methanol → N-(3-methoxybenzyl)-N-methyl-2-(3,5-dimetoxyphenyl)-2-(phenylsulfinyl)acetamide

HRID 1666309

Reaktionsgleichung

Reaktionsgleichung von HRID 1666309
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:29]=[CH:30][CH:31]=1)[CH2:6][N:7]([CH3:28])[C:8](=[O:27])[CH:9]([C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([O:25][CH3:26])[CH:18]=1)[S:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.I([O-])(=O)(=O)=[O:33].[Na+].CO>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:29]=[CH:30][CH:31]=1)[CH2:6][N:7]([CH3:28])[C:8](=[O:27])[CH:9]([C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([O:25][CH3:26])[CH:18]=1)[S:10]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:33]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 23667635Sodium periodateHCID 67081986N-(3-methoxy-benzyl)-N-methyl-2-(3,5-dimetoxyphenyl)-2-(phenylsulfanyl)-acetamide

Produkt 1

HCID 67081824N-(3-methoxybenzyl)-N-methyl-2-(3,5-dimetoxyphenyl)-2-(phenylsulfinyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of the acetamide derivative from step 3 above (4.1 g), sodium metaperiodate (3.3 g), methanol (50 ml) and water (30 ml) was heated under reflux for 1.5 hours. The reaction mixture was filtered and the filtrate concentrated to dryness. The residue was purified by chromatography on silica gel using ethyl acetate as eluent, giving N-(3-methoxybenzyl)-N-methyl-2-(3,5-dimetoxyphenyl)-2-(phenylsulfinyl)acetamide (2.7 g) as a viscous oil.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate concentrated to dryness
  5. customThe residue was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-ddf91edd5dd64618ac40df3249b9348b
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044067B2

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