Hydrogen Bromide → HCID 14050771, compound

Temperature

70 °C

Thionyl chloride (60 ml) was added to a suspension of 3,4-diacetoxyphenylacetic acid (51.1 g) in carbon tetrachloride (105 ml) and the mixture was heated at 70° C. for one hour. After cooling to room temperature, N-bromosuccinimide (42.3 g), carbon tetrachloride (105 ml) and a little amount of hydrobromic acid were added, and the mixture was heated for an additional one hour. The resulting mixture was concentrated under reduced pressure, and the residue was redissolved in carbon tetrachloride. After filtering off the insoluble matters, the filtrate was dissolved in acetone (400 ml) and the pH of the solution was adjusted to 4.0 with saturated sodium bicarbonate aqueous solution under ice cooling. The resulting mixture was extracted with chloroform. The chloroform layer was washed with brine and dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure, giving 61.4 g of the objective compound.

1. temperatureAfter cooling to room temperature
2. temperaturethe mixture was heated for an additional one hour
3. concentrationThe resulting mixture was concentrated under reduced pressure
4. dissolutionthe residue was redissolved in carbon tetrachloride
5. filtrationAfter filtering off the insoluble matters
6. dissolutionthe filtrate was dissolved in acetone (400 ml)
7. extractionThe resulting mixture was extracted with chloroform
8. washThe chloroform layer was washed with brine
9. dry with materialdried over anhydrous sodium sulfate
10. concentrationThe dried solution was concentrated under reduced pressure

ORD record

ord-59291d7ac005405da08e494c01ffa001

Source dataset

uspto-grants-1991_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05001121