Potassium Carbonate → 4'-(3-Chloropropoxy)biphenyl-1-carboxylic acid ethyl ester

HRID 657641Notes

Reaction equation

HRID 657641 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH2:7]1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:26](O)[CH2:27][CH2:28][Cl:29]>CN(C)C=O>[CH2:1]([O:3][C:4]([C:6]1([C:12]2[CH:13]=[CH:14][C:15]([O:18][CH2:26][CH2:27][CH2:28][Cl:29])=[CH:16][CH:17]=2)[CH:7]=[CH:8][CH:9]=[CH:10][CH2:11]1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5211811-Bromo-3-chloropropanolHCID 689105504'-Hydroxybiphenyl-1-carboxylic acid ethyl ester

Product 1

HCID 689057244'-(3-Chloropropoxy)biphenyl-1-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure described in example 47§D, but starting from 4′-hydroxybiphenyl-1-carboxylic acid ethyl ester (3 g), potassium carbonate (8.55 g) and 1-bromo-3-chloropropanol (6 mL) in N,N-dimethylformamide (30 mL) affords 4′-(3-chloropropoxy)biphenyl-1-carboxylic acid ethyl ester in quantitative yield used without further purification.

Sources & evidence

ORD record
ord-d77c3aa668a64328a9a03284c74e11a2
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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