3-Diphenylmethoxy-1-(2-dimethylaminoethyl)-6-hydroxymethyl-4-pyridone → 3-Diphenylmethoxy-1-(2-dimethylaminoethyl)-6-formyl-4pyridone

HRID 704652Notes

Reaction equation

HRID 704652 reaction equation
[C:1]1([CH:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH2:16][OH:17])[N:11]([CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[O-2].[O-2].[Mn+4]>[C:23]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH:16]=[O:17])[N:11]([CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])[CH:10]=2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

3

Reactant 1

HCID 150581913-Diphenylmethoxy-1-(2-dimethylaminoethyl)-6-hydroxymethyl-4-pyridone

Product 1

HCID 147606173-Diphenylmethoxy-1-(2-dimethylaminoethyl)-6-formyl-4pyridone

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

To a solution of 1.160 g of 3-diphenylmethoxy-1-[2(dimethylamino)ethyl]-6-hydroxymethyl-4-pyridone is added 6.0 g of manganese dioxide at room temperature, and the mixture is stirred for 3 hours. Insolubles are removed by filtration, and the filtrate was subjected to flash column chromatography on 50 g of Wako-Gel C-300 (manufactured by Wako Pure Chemical Industries, Ltd.) with an eluent of chloroform-methanol (10:1) to perform separation and purification. The title compound is obtained as colorless crystal in a yield of 0.744 g.

Workup

  1. customInsolubles are removed by filtration
  2. customseparation and purification

Sources & evidence

ORD record
ord-e4b5bba6dc584371970447dd8bfbfe69
Source dataset
uspto-grants-1991_01
Patent number
US04988686

Reaction notes

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