1-Bromo-3-chloropropane → 4-(3-Chloropropoxy)-4'-methylbiphenyl

HRID 657632Notes

Reaction equation

HRID 657632 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][Cl:25]>CN(C)C=O>[Cl:25][CH2:24][CH2:23][CH2:22][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 13827894-(4-Methylphenyl)phenol

Product 1

HCID 231502894-(3-Chloropropoxy)-4'-methylbiphenyl

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure described in example 1§E, but starting from 4-hydroxy-4′-methylbiphenyl (194 mg), potassium carbonate (720 mg) and 1-bromo-3-chloropropane (517 μL) in N,N-dimethylformamide (1.5 mL) affords 274 g of 4-(3-chloropropoxy)-4′-methylbiphenyl.

Sources & evidence

ORD record
ord-e1c702eafcb748e08c0afb386b2df57f
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

Loading…