Hydrochloric Acid → 5-Methylfuran-3-carboxylic acid
Reaction equation
[CH3:1][C:2]1[O:6][CH:5]=[C:4]([C:7]([O:9]CC)=[O:8])[CH:3]=1.[OH-].[K+].Cl>O>[CH3:1][C:2]1[O:6][CH:5]=[C:4]([C:7]([OH:9])=[O:8])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
A mixture of 31.7 g (206 mmol) of ethyl 5-methylfuran-3-carboxylate, 40 ml of 45% strength potassium hydroxide and 100 ml of water was refluxed for 4 h, then cooled to 10° C. and acidified to pH 1 with 15% strength hydrochloric acid. The resulting mixture was left at this temperature for 2 h, and the precipitate was filtered off and dried to constant weight at 45-50° C., resulting in 23.7 g (188 mmol, 91%) of 5-methylfuran-3-carboxylic acid.
Workup
- temperaturewas refluxed for 4 h
- filtrationthe precipitate was filtered off
- customdried to constant weight at 45-50° C.
Sources & evidence
- ORD record
- ord-7840415ec1db4da8883176945e9f6a36
- Source dataset
- uspto-grants-2000_09
- Patent number
- US06114358
Reaction notes
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