2-(1-hydroxyethyl)pyrimidin-4(3H)-one → 2-Acetylpyrimidin-4(1H)-one
Reaction equation
[OH:1][CH:2]([C:4]1[NH:9][C:8](=[O:10])[CH:7]=[CH:6][N:5]=1)[CH3:3]>ClC(Cl)C.[O-2].[O-2].[Mn+4]>[C:2]([C:4]1[NH:9][C:8](=[O:10])[CH:7]=[CH:6][N:5]=1)(=[O:1])[CH3:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 90 °C
Procedure
To a stirred solution of 2-(1-hydroxyethyl)pyrimidin-4(3H)-one (Intermediate 50, 5 g, 35.71 mmol) in dichloroethane (200 mL), manganese dioxide (31 g, 357.1 mmol) was added. The reaction mixture was heated to 90° C. for 5 h. The reaction mixture was filtered through a celite bed and washed with dichloroethane (60 mL). The filtrate was concentrated to dryness to yield 1.6 g (32.6%) 2-acetylpyrimidin-4(3H)-one.
Workup
- filtrationThe reaction mixture was filtered through a celite bed
- washwashed with dichloroethane (60 mL)
- concentrationThe filtrate was concentrated to dryness
Sources & evidence
- ORD record
- ord-ecb4cbdcff4140c6b39aa007195949d3
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08071605B2
Reaction notes
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