Boron Trichloride → 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethan-1-one

HRID 1853256Notes

Reaction equation

HRID 1853256 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[C:13](=[O:15])[CH3:14].B(Cl)(Cl)Cl>ClCCl>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:5][C:4]=1[C:13](=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 25135Boron TrichlorideHCID 99426011-(2-Methoxy-5-trifluoromethylphenyl)ethanone

Product 1

HCID 117695991-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2′-hydroxy-5′-trifluoromethyl-acetophenone was prepared using the following process (JACS, 2004, 126(3), 712-713). To a cooled solution of 2′-methoxy-5′-trifluoromethyl-acetophenone (650 mg, 2.98 mmol) at −78° C. in dry dichloromethane (40 ml) was slowly added a 1 M solution of boron trichloride in dichloromethane (7.5 ml, 7.5 mmol) keeping the internal temperature below −70° C. The brown-orange solution was slowly warmed up to room temperature within 2 hours.

Workup

  1. customthe internal temperature below −70° C

Sources & evidence

ORD record
ord-c106e3fbfe464cf58982b20da386f540
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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