Hydrochloric Acid → HCID 549238, compound

Temperature

50 °C

To (±)-2-bromobutyric acid(167.01 g) was added water (150 ml). Sodium carbonate (54.05 g) was added slowly over an hour and dissolved therein. A solution of potassium cyanide (68.55 g) dissolved in water (150 ml) was added, and heated to about 50° C. Accordingly as the reaction progressed, the temperature of the reaction solution rose to 80° C. The reaction solution was stirred at 80°~90° C. for an hour, cooled to room temperature, and neutralized with conc. hydrochloric acid (120 ml). Afterwards, the such neutralized solution was concentrated under reduced pressure, and ethyl alcohol (500 ml) was added to the residue. The obtained ethanolic solution was concentrated under reduced pressure again. To the residue was added ethyl alcohol (700 ml), followed by filtration. After conc. sulfuric acid (3 ml) was added to the filtrate, the solution was refluxed for 5 hours and distilled to remove about 300 ml of ethyl alcohol. The solution was concentrated under reduced prrssure, and the residue was added to sodium carbonate saturated solution(400 ml). After extraction with ether (500 ml), the separated organic layer was washed with a 10% saline solution (500 ml) and a saturated saline solution(300 ml), dried over anhydrous magnesium sulfate, filtered and then concentrated. The residue was distilled under reduced pressure to give the colorless above-indicated compound(49.90 g).

1. dissolutiondissolved
2. additionwas added
3. customrose to 80° C
4. temperaturecooled to room temperature
5. concentrationAfterwards, the such neutralized solution was concentrated under reduced pressure, and ethyl alcohol (500 ml)
6. additionwas added to the residue
7. concentrationThe obtained ethanolic solution was concentrated under reduced pressure again
8. additionTo the residue was added ethyl alcohol (700 ml)
9. filtrationfollowed by filtration
10. additionAfter conc. sulfuric acid (3 ml) was added to the filtrate
11. temperaturethe solution was refluxed for 5 hours
12. distillationdistilled
13. customto remove about 300 ml of ethyl alcohol
14. concentrationThe solution was concentrated under reduced prrssure
15. additionthe residue was added to sodium carbonate saturated solution(400 ml)
16. extractionAfter extraction with ether (500 ml)
17. washthe separated organic layer was washed with a 10% saline solution (500 ml)
18. dry with materiala saturated saline solution(300 ml), dried over anhydrous magnesium sulfate
19. filtrationfiltered
20. concentrationconcentrated
21. distillationThe residue was distilled under reduced pressure

ORD record

ord-52c6370d5dae4c0d9f13f59912eb1505

Source dataset

uspto-grants-1993_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05202315