Acetone → HCID 178519775, compound
Reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([OH:12])[N:9]=[CH:8][N:7]=1)=O)C.[BH4-].[Na+].CC(C)=O>C(O)(C)(C)C>[OH:12][C:10]1[N:9]=[CH:8][N:7]=[C:6]([CH2:4][OH:3])[CH:11]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To a suspension of 1.7 g (10.1 mMol) 6-hydroxy-pyrimidine-4-carboxylic acid ethyl ester in 30 ml of tert-butanol, 1.2 g (31 mMol) of NaBH4 are added. The mixture is stirred at 60° C. for 20 h and cooled to rt. Then 45 ml of acetone are added. After stirring for 15 min, the mixture is concentrated in vacuo. The residue is diluted with toluene and again concentrated, yielding (6-hydroxy-pyrimidin-4-yl)-methanol (MS: [M−1]=125).
Workup
- additionare added
- temperaturecooled to rt
- stirringAfter stirring for 15 min
- concentrationthe mixture is concentrated in vacuo
- additionThe residue is diluted with toluene
- concentrationagain concentrated
Sources & evidence
- ORD record
- ord-e2a70db3a1184a15aa0cdf83d5627a1c
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08058276B2
Reaction notes
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