3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONE → 3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONE

HRID 566860Notes

Reaction equation

HRID 566860 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6](=[O:16])[C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[O:17]=[CH:18][C@@H:19]([C@H:21]([C@@H:23]([CH2:25][OH:26])[OH:24])[OH:22])[OH:20].[CH3:27][C:28]([CH3:30])=[O:29]>ClCCl.C(OCC)C>[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6](=[O:16])[C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[O:17]=[CH:18][C@@H:19]([C@H:21]([C@@H:23]([CH2:25][OH:26])[OH:24])[OH:22])[OH:20].[CH3:27][C:28]([CH3:30])=[O:29].[CH3:2][C:7]([CH3:6])=[O:8]

Participants

5

Reactant 2

HCID 27264163-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONEHCID 87253555HCID 87253555, compound

Product 2

HCID 27264163-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONEHCID 71433247HCID 71433247, compound

Reagents, catalysts & solvents 1

HCID 21881112Ethyl ether methylene chlorideSolvent

Procedure

The 2-methyl-3-benzyloxypyridine-4(1H)-one of diacetone xylose is prepared according to the method described in example 2. Starting from 4.50 g (23.8 mmol) of 5-amino-5-desoxy-mono-acetone xylose compound, after re-crystallization in a dichloromethane-ethyl ether mixture, 3.87 g (9.98 mmol) of 2-methyl-3-benzyloxypyridine-4(1H)-one of mono-acetone xylose is isolated, which is pure at chromatographic and NMR analyses. Yield: 42%.

Workup

  1. customis isolated

Sources & evidence

ORD record
ord-6e54509212e74360bb17730f3a6b9eda
Source dataset
uspto-grants-2001_01
Patent number
US06177409B1

Reaction notes

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