Diethyl Ether → 3,4-Difluoro-4'-methoxy-1,1'-biphenyl

HRID 1194637Notes

Reaction equation

HRID 1194637 reaction equation
[F:1][C:2]1[CH:3]=[C:4](I)[CH:5]=[CH:6][C:7]=1[F:8].C[CH2:11][O:12][CH2:13][CH3:14]>[Ni]>[F:1][C:2]1[CH:3]=[C:4]([C:2]2[CH:3]=[CH:14][C:13]([O:12][CH3:11])=[CH:6][CH:7]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 27244441,2-Difluoro-4-iodobenzene

Product 1

HCID 153121363,4-Difluoro-4'-methoxy-1,1'-biphenyl

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A p-methoxyphenylmagnesium halide as a Grignard reagent, obtained from a p-halogenoanisole (IV), is reacted with a 3,4-difluoro-1-iodobenzene (V) at a low temperature in the vicinity of 0° C. in an ether solvent in the presence of Ni catalyst to obtain a 3,4-difluoro-4'-methoxybiphenyl (VI), which is then reacted with HBr to obtain (III). These reactions are expressed by the following reaction equations: ##STR6##

Sources & evidence

ORD record
ord-f1c7ae5af65546749979da8b149efa10
Source dataset
uspto-grants-1989_03
Patent number
US04816179

Reaction notes

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