Fluorobenzene → 2-Bromo-1,2-bis(4-fluorophenyl)ethan-1-one

HRID 1863352Notes

Reaction equation

HRID 1863352 reaction equation
ClC1C=CC([C:8](=[O:18])[CH:9]([Br:17])[C:10]2[CH:15]=[CH:14][C:13](Cl)=[CH:12][CH:11]=2)=CC=1.[F:19]C(F)(F)C1SC(C2C=CC(Cl)=CC=2)=C(C2C=CC(Cl)=CC=2)N=1.ClC1C=CC(CC(O)=O)=CC=1.[F:53][C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1>ClC1C=CC=CC=1>[F:53][C:54]1[CH:59]=[CH:58][C:57]([C:8](=[O:18])[CH:9]([Br:17])[C:10]2[CH:15]=[CH:14][C:13]([F:19])=[CH:12][CH:11]=2)=[CH:56][CH:55]=1

Participants

6

Reactant 4

HCID 10008FluorobenzeneHCID 15880(4-Chlorophenyl)acetic acidHCID 112216182-Bromo-1,2-di-(4-chlorophenyl)ethanoneHCID 13015387Thiazole, 4,5-bis(4-chlorophenyl)-2-(trifluoromethyl)-

Product 1

HCID 139348592-Bromo-1,2-bis(4-fluorophenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

The above acetophenones are prepared as in Steps I and II of Example 2. (1) Substituting phenylacetic acid for p-chlorophenylacetic acid and benzene for chlorobenzene affords 2-bromo-2-phenylacetophenone. (2) The preparation of p-chloro-2-bromo-2-(p-chlorophenyl)acetophenone is described in Steps I and II of Example 2. (3) Substituting p-fluorophenylacetic acid for p-chlorophenylacetic acid and fluorobenzene for chlorobenzene affords p-fluoro-2-bromo-2-(p-fluorophenyl)acetophenone. (4) Substituting p-isopropoxyphenylacetic acid for p-chlorophenylacetic acid and isopropoxybenzene for chlorobenzene affords p-isopropoxy-2-bromo-2-(p-isopropoxyphenyl)acetophenone. (5) Substituting m,p-dimethoxyphenylacetic acid for p-chlorophenylacetic acid and m,p-dimethoxybenzene for chlorobenzene affords m,p-dimethoxy-2-bromo-2-(m,p-dimethoxyphenyl)acetophenone.

Sources & evidence

ORD record
ord-2196c78128ca4e0b8e7a4b52ea594944
Source dataset
uspto-grants-1979_09
Patent number
US04168315

Reaction notes

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