1-(p-Chlorophenyl)cyclopropanecarboxylic acid → Methyl 3-(1-(4-chlorophenyl)cyclopropyl)-3-oxopropanoate

HRID 878734Notes

Reaction equation

HRID 878734 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]([OH:13])=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[K+].[CH3:15][O:16][C:17](=[O:22])[CH2:18]C([O-])=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:11](=[O:13])[CH2:18][C:17]([O:16][CH3:15])=[O:22])[CH2:9][CH2:10]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 986061-(p-Chlorophenyl)cyclopropanecarboxylic acidHCID 2724687Potassium methyl malonate

Product 1

HCID 86725681Methyl 3-(1-(4-chlorophenyl)cyclopropyl)-3-oxopropanoateYield 78%

Procedure

The title compound was prepared in 78% yield from 1-(4-chlorophenyl)cyclopropane-1-carboxylic acid and 3-methoxy-3-oxopropanoic acid potassium salt according to the procedure for the preparation of Example 170, part A. 1H NMR (300 MHz, CDCl3): δ 1.22-1.26 (2H, m), 1.70-1.74 (2H, m), 3.35 (2H, s), 3.67 (3H, s), 7.29-7.34 (4H, m).

Sources & evidence

ORD record
ord-4f4d5d3724444be2b22db19c36d9b1c2
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

Loading…