Potassium Carbonate → 2-(4-Chloro-2-formyl-phenoxy)-butyric acid methyl ester

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	5-Chloro-salicylaldehyde	HCID 12481	—
Reactant	Butanoic acid, 2-bromo-, methyl ester	HCID 95577	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-(4-Chloro-2-formyl-phenoxy)-butyric acid methyl ester	HCID 59428092	93.5%

Reaction Conditions

Temperature	130 °C

Reaction Steps

A mixture of 5-chloro-2-hydroxy-benzaldehyde (156 g, 1 mol), 2-bromo-butyric acid methyl ester (271 g, 1.5 mol), KI (2 g, 0.012 mol) and K2CO3 (276 g, 2 mol) in DMF (500 mL) was heated at 130° C. for 2 h. After cooled to room temperature, the mixture was concentrated. The residue was partitioned between EtOAc and water. The organic layer was washed with water, brine, dried over anhydrous Na2SO4 and concentrated to give the title compound (240 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07776875B2
Source dataset	uspto-grants-2010_08
ORD ID	ord-2629f2c8de15478c974c503894bd8878
Source note	uspto-grants-2010_08