Hydrochloric Acid → 3-(2-Methoxypyrimidin-5-yl)prop-2-enoic acid
Reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13]C)=[O:12])=[CH:5][N:4]=1.[OH-].[K+].Cl>CO>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([OH:13])=[O:12])=[CH:5][N:4]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To 1.26 g of methyl (E)-3-(2-methoxy-5-pyrimidinyl)acrylate were added 40 ml of methanol and 3.25 ml of a 4N potassium hydroxide aqueous solution, and the mixture was stirred at 50° C. for 2 hours. To the reaction mixture was added 0.5N hydrochloric acid, and the solution was extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give 1.12 g (6.22 mmol) of (E)-3-(2-methoxy-5-pyrimidinyl)acrylic acid.
Workup
- extractionthe solution was extracted with ethyl acetate
- washThe ethyl acetate layer was washed with a saturated aqueous solution of sodium chloride
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-e65df0f16b6d445db93dc84f11b0c931
- Source dataset
- uspto-grants-1997_09
- Patent number
- US05670492
Reaction notes
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