Bromine → 1,2-Benzenediol, 3-bromo-5-(trifluoromethyl)-

HRID 2251606Notes

Reaction equation

[F:1][C:2]([F:12])([F:11])[C:3]1[CH:4]=[C:5]([OH:10])[C:6]([OH:9])=[CH:7][CH:8]=1.[Br:13]Br>C(Cl)(Cl)(Cl)Cl>[Br:13][C:7]1[CH:8]=[C:3]([C:2]([F:11])([F:12])[F:1])[CH:4]=[C:5]([OH:10])[C:6]=1[OH:9]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 4-trifluoromethyl-benzene-1,2-diol (870 mg, 4.8 mmol) in 20 mL CCl4, Br2 (770 mg, 4.8 mmol, 1 eq.) was added and the mixture was stirred at 60° C. for 10 h. The sol-vent was then removed in vacuo and the crude product was purified by flash chromatography (silica gel, hexane/EtOAc 4:1→3:2) to yield the desired product as a yellowish oil.

Workup

customThe sol-vent was then removed in vacuo
customthe crude product was purified by flash chromatography (silica gel, hexane/EtOAc 4:1→3:2)

Sources & evidence

ORD record: ord-b1166a003aa942bf91dda6dbd345de0d
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07319101B2

Reaction notes

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