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-38a3a9000d7347b9bb8736af364bb0bf

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09133073B2