Potassium Hydroxide → 5-(Chloromethyl)-1,2-oxazole-3-carboxylic acid

Temperature

65 °C

47.3 g (250 mmol) of ethyl 5-chloromethylisoxazole-3-carboxylate in 150 ml of ethanol were mixed with 14 g (250 mmol) of potassium hydroxide, and the mixture was stirred at 60-70° C. for 6 h. After cooling and concentration under reduced pressure, the residue was taken up in water and extracted with ether, the aqueous phase was acidified with hydrochloric acid and then extracted several times with ether, and the ether phase was dried over sodium sulfate and concentrated under reduced pressure (oil pump, 50° C.). 31 g of the required product were obtained (77% of theory).

1. temperatureAfter cooling
2. concentrationconcentration under reduced pressure
3. extractionextracted with ether
4. extractionextracted several times with ether
5. dry with materialthe ether phase was dried over sodium sulfate
6. concentrationconcentrated under reduced pressure (oil pump, 50° C.)

ORD record

ord-f240dec859874514930a0cecc8b078e3

Source dataset

uspto-grants-2000_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06114358