Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]#N.[OH-:9].[K+].[OH2:11]>C(OCC)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([OH:11])=[O:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2-(Furan-2-yl)acetonitrile was suspended in 300 mL of distilled water, mixed with 50 g (0.89 mmol) of potassium hydroxide and heated for 4 hours under reflux. After completion of the reaction, the reaction solution was diluted with diethyl ether and separated. The resulting aqueous layer was acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and filterd, and the filtrate was concentrated under reduced pressure to give 25.2 g of the desired product.
Workup
- temperatureheated for 4 hours
- temperatureunder reflux
- customAfter completion of the reaction
- customseparated
- extractionextracted with ethyl acetate
- washThe organic layer was washed with saturated aqueous sodium chloride
- dry with materialdried over anhydrous magnesium sulfate and filterd
- concentrationthe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-8ad6f5e198e443a5a0b4fe2b8f1ab697
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08658686B2
Linked notes
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