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

HRID 2274215

Reaktionsgleichung

Reaktionsgleichung von HRID 2274215
[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-3c4619a69ebf425f9c1b1b4a1936e555
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126951B2

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