(2-Amino-4-methoxyphenyl)methanol → 2-Amino-4-methoxybenzaldehyde

HRID 524071

Reaktionsgleichung

Reaktionsgleichung von HRID 524071
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][OH:11]>ClCCl.[O-2].[Mn+2]>[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]=[O:11]

Komponenten

4

Edukt 1

HCID 45090899(2-Amino-4-methoxyphenyl)methanol

Produkt 1

HCID 3235032-Amino-4-methoxybenzaldehydeAusbeute 35,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 160959Manganese oxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of (2-amino-4-methoxyphenyl)methanol (20 g, 131.0 mmol) and manganese oxide (68 g, 786.0 mmol) in dichloromethane (300 mL) was stirred at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=6:1) to give the title compound (7 g, 35%) as a yellow solid. MS (ES+) C8H9NO2 requires: 151. found: 152 [M+H]+.

Aufarbeitung

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=6:1)

Quellen und Nachweise

ORD-Eintrag
ord-bb2fe668888f4e2689fdc4ae23fd131e
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340514B2

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