Bromine → HCID 18934784, compound

2-(2-Chlorophenyl) acetonitrile (151.5 g, 1 mol) was heated to 110° C. in a three-necked flask, keep the temperature, bromine (176 g, 1.1 mol) was added dropwise over a period of 3 h and the mixture was reacted with constant stirring for another 3 h. The reaction mixture was cooled to below 30° C. and water (400 mL) was added and stirring continued for another 5 minutes to remove HBr and stand aside. The organic layer was separated and washed with small amount of 5% sodium bisulfite for 15 minutes with stirring. The organic layer was again separated and washed with water to near pH 7, and the brown oily product was obtained (225 g, 96% yield); bp: 107-110° C./15 mmHg. IR (cm−1): 2969, 2253, 1589, 1472, 1445, 1194, 1051, 765, 725, 646; 1HNMR (300 MHz, CDCl3): 7.83 (1H, m), 7.38-7.45 (4H, m), 5.87 (1H, s). The crude product was used directly for the next step.

1. additionwas added dropwise over a period of 3 h
2. customthe mixture was reacted
3. temperatureThe reaction mixture was cooled to below 30° C.
4. stirringstirring
5. waitcontinued for another 5 minutes
6. customto remove HBr
7. customThe organic layer was separated
8. washwashed with small amount of 5% sodium bisulfite for 15 minutes
9. stirringwith stirring
10. customThe organic layer was again separated
11. washwashed with water
12. customthe brown oily product was obtained (225 g, 96% yield)

ORD record

ord-cc11bbe78aed4ee692249589958d6d0f

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07932391B2