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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591456Generated: November 1, 2026

Dimethylformamide → Methyl 4-((5-chloro-2-fluoro-3-methoxyphenyl)sulfanyl)-3-oxobutanoate

https://huagongshe.com/reaction/591456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-chloroacetoacetateHCID 36240—
Reactant5-Chloro-2-fluoro-3-methoxybenzenethiolHCID 89767770—
SolventWaterHCID 962—
ProductMethyl 4-((5-chloro-2-fluoro-3-methoxyphenyl)sulfanyl)-3-oxobutanoateHCID 89767787—

Reaction Steps

To a mixture of 5-chloro-2-fluoro-3-methoxybenzenethiol (303 mg) and DMF (dry) (12 mL) were added K2CO3 (239 mg) and methyl 4-chloro-3-oxobutanoate (0.204 mL) at 0° C. The mixture was stirred at room temperature for 45 min. The mixture was diluted with water and extracted with EtOAc. The combined organic layer was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (402 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-bfed6c5e122f4951acc0fe92934f8966
Source noteuspto-grants-2016_01