Hydrochloric Acid → HCID 178514827, compound

Temperature

-78 °C

A solution of 3-(4-bromophenyl)-4H-indeno[1,2-c]pyrazole (2.0 g, 6.43 mmol) in dry THF (50 ml) was added to a stirred suspension of potassium hydride (35% wt dispersion in mineral oil, 0.365 g, 6.75 mmol) in dry THF (50 ml) in an atmosphere of nitrogen. After 10 mins the mixture was cooled to about −78° C. and tert-butyl lithium (1.5M solution in pentane, 8.78 ml, 13.18 mmol) was added and the mixture stirred for about 15 mins. A solution of tri-isopropylborate in THF (1.56 ml, 6.75 mmol) was added to the red solution and the mixture was allowed to warm up to room temp and stirred overnight. Hydrochloric acid (1M, 150 ml) was added and the solution stirred for about 30 mins and extracted with ether (3×200 ml). The combined ether extracts were then extracted with sodium hydroxide (3×100 ml). The combined alkaline extracts were acidified with hydrochloric acid (2M) and the precipitated off solid was filtered and dried at the pump to give dihydroxy 4-(4H-indeno-[1,2-c]pyrazol-3-yl)phenylborane (602 mg, 34%). Mpt >300° C.

1. temperatureto warm up to room temp
2. stirringstirred overnight
3. stirringthe solution stirred for about 30 mins
4. extractionextracted with ether (3×200 ml)
5. extractionThe combined ether extracts were then extracted with sodium hydroxide (3×100 ml)
6. customthe precipitated off solid
7. filtrationwas filtered
8. customdried at the pump

ORD record

ord-61a7ae1b0b024ab8b1244fceb52faee8

Source dataset

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06462036B1