4-Hydroxybenzyl Alcohol → Bromocresol

Temperature

-20 °C

To a stirred solution of PBr3 (1.38 g, 5.0 mmol) in dry THF (2 ml) at −5° C. was added a solution of dry pyridine (0.201 ml) in dry THF (0.4 ml). A solution of 4-Hydroxybenzyl alcohol (1.89 g, 15.2 mmol) in dry THF (23 ml) was added drop wise to the reaction mixture. The reaction mixture was allowed to stand at room temperature for 18 hours, then diluted with THF and filtered through celite pad. The filtrate was evaporated, the resulting semisolid was redissolved in dry toluene (16 ml). The solution was maintained at −20° C. for 2 hours, and then filtered through celite pad to provide the title compound as a light yellow solution which was used without further purification.

1. filtrationfiltered through celite pad
2. customThe filtrate was evaporated
3. dissolutionthe resulting semisolid was redissolved in dry toluene (16 ml)
4. filtrationfiltered through celite pad

ORD record

ord-e50372f3cd9446a1a013e02df5b69dd7

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08604083B2