4-Chlorobiphenyl → 2-(2-Iodophenyl)ethan-1-ol

Reaction equation

[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9]Br.ClC1C=CC(C2C=CC=CC=2)=CC=1.C(OCCCC1C=CC=CC=1)(=O)CC([O-])=[O:27]>>[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][OH:27]

Participants

Reactant 3

HCID 163234-Chlorobiphenyl

HCID 110778011-(2-Bromoethyl)-2-iodobenzene

HCID 86753570Phenylpropyl malonate

Product 1

HCID 110647502-(2-Iodophenyl)ethan-1-ol

Procedure

The title compound was synthesized by a sequence similar to that for Example 87 except that 2-(2-iodophenyl)ethyl bromide and commercially available diethyl phenethyl malonate were used in lieu of the 4-chlorobiphenyl and phenylpropyl malonate respectively. The final product was recrystallized from chloroform to give a fluffy, white solid (mp: melts/softens over a broad range starting at 50° C.; the bulk of the sample melts at 189°-190° C.).