(1-Chloroethyl)benzene → 1-(3-Vinylphenyl)-1-phenylethane
Reaction equation
Cl[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:3].[CH:10]([C:12]1[CH:13]=[C:14]([Mg]Br)[CH:15]=[CH:16][CH:17]=1)=[CH2:11]>>[CH:2]([C:4]1[CH:9]=[C:8]([CH:10]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH3:11])[CH:7]=[CH:6][CH:5]=1)=[CH2:3]Participants
3
Procedure
(1-Chloroethyl)benzene (formula VI) is subjected to coupling reaction with a Grignard reagent of 3-vinylphenylmagnesium bromide (formula VII) in the presence of a catalyst of nickel chloride (II)-diphosphine complex, to obtain 1-(3-vinylphenyl)-1-phenylethane. The reaction is carried out in a nitrogen atmosphere under atmospheric pressure at a temperature of 0° to 80° C. The ratio of (VI)/(VII) may be in the range of about 1.0 to 1.5. ##STR9##
Sources & evidence
- ORD record
- ord-c751cc797d1948abb698a6f491abf4ef
- Source dataset
- uspto-grants-1989_04