Carbonic Acid → 5-Bromo-2-methylbenzonitrile

Temperature

50 °C

117 g (998 mmol) of 2-methylbenzonitrile was dropped to 1000 g of a Na-X type zeolite dried powder (Zeolam type F-9 manufactured by Toyo Corp.; 100 mesh or less) while stirring under air cooling. The resulted mixed was allowed to cool, and after cooled to 50° C. or lower, to this was added 213 g (1.33 mol) of bromine, and the mixture was stirred at 80 to 85° C. for 1.5 hours, then, cooled to 15° C. or lower. This was added into mixture of 100 g of potassium carbonate, 500 ml of water and 2 L of methanol at 10° C. or lower. The mixture was stirred for 0.5 hours, then, filtrated. The filtrated residue, zeolite powder was washed with 90% methanol water (2.2L×2), the filtrate and washed solution were combined, and concentrated until the total liquid quality reached 750 ml. The resulted while crystal was filtrated, and the crystal was washed with water to obtain 162 g (826 mmol) of 5-bromo-2-methylbenzonitrile.

1. temperaturecooling
2. additionThe resulted mixed
3. temperatureto cool
4. stirringthe mixture was stirred at 80 to 85° C. for 1.5 hours
5. temperaturecooled to 15° C.
6. stirringThe mixture was stirred for 0.5 hours
7. filtrationfiltrated
8. washThe filtrated residue, zeolite powder was washed with 90% methanol water (2.2L×2)
9. washthe filtrate and washed solution
10. concentrationconcentrated until the total liquid quality
11. customThe resulted while crystal
12. filtrationwas filtrated
13. washthe crystal was washed with water

ORD record

ord-779b90bf2b564964bde107aab7b4b19b

Source dataset

uspto-grants-2004_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06762197B2