Bromine → 2-Bromo-1-(3,4-difluorophenyl)ethan-1-one

Participants

Role	Name	HCID	Charge
Reactant	Bromine	HCID 24408	—
Reactant	2-Bromo-1-(2,4-dichlorophenyl)ethan-1-one	HCID 75828	—
Reactant	1-(3,4-Difluorophenyl)ethan-1-one	HCID 123052	—
Reactant	2-Bromo-1-(2,5-difluorophenyl)ethanone	HCID 2778264	—
Reactant	2-Bromo-1-(3,4-diethoxyphenyl)ethan-1-one	HCID 3492104	—
Reactant	2-Bromo-1-(3,4-dimethylphenyl)ethan-1-one	HCID 3703113	—
Reactant	2-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-one	HCID 14042756	—
Reactant	2-Bromo-1-(4-(propan-2-yloxy)phenyl)ethan-1-one	HCID 15453912	—
Reactant	m-Isobutylphenacyl bromide	HCID 20387511	—
Reactant	2-Bromo-1-(3-ethoxyphenyl)ethanone	HCID 22641006	—
Reactant	2-Bromo-1-(2-ethylphenyl)ethan-1-one	HCID 23442601	—
Solvent	Acetic Acid	HCID 176	—
Solvent	Chloroform	HCID 6212	—
Product	2-Bromo-1-(3,4-difluorophenyl)ethan-1-one	HCID 2737032	—

Reaction Steps

To a solution of 10.1 g. (0.065 mole) of 3,4-difluoroacetophenone in 100 ml. of glacial acetic acid was added 3.4 ml. (0.065 mole) of bromine dropwise. When the addition was complete the solution was stirred for 0.5 hr. and then stripped to dryness under reduced pressure. The residue was dissolved in chloroform and washed with aqueous sodium bicarbonate. Evaporation of the organic phase provided 14.8 g. (97%) of colorless liquid product. Similarly prepared were 2,4-dichlorophenacyl bromide, o-ethylphenacyl bromide, p-isopropylphenacyl bromide, m-isobutylphenacyl bromide, 3,4-dimethylphenacyl bromide, m-ethoxyphenacyl bromide, p-isopropoxyphenacyl bromide, 3,4-diethoxyphenacyl bromide, and 2,5-difluorophenacyl bromide.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04173650
Source dataset	uspto-grants-1979_11
ORD ID	ord-51ac15fa7aa84ece864078149c112857
Source note	uspto-grants-1979_11