1-Bromo-3-chloropropane → 4'-Bromo-4-(3-chloropropoxy)biphenyl

HRID 657648Notes

Reaction equation

HRID 657648 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH: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]>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:22][CH2:23][CH2:24][Cl:25])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 950934-Bromo-4'-hydroxybiphenyl

Product 1

HCID 231502764'-Bromo-4-(3-chloropropoxy)biphenylYield 97.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the procedure described in example 1§E, but starting from 4-bromo-4′-hydroxybiphenyl (5 g), potassium carbonate (13.8 g) and 1-bromo-3-chloropropane (15.7 g) in acetonitrile (100 mL) affords 6.4 g of 4′-bromo-4-(3-chloropropoxy)biphenyl as white crystals.

Sources & evidence

ORD record
ord-6d14d7c1247044628961cda114148a21
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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