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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591560Generated: October 30, 2026

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

https://huagongshe.com/reaction/591560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl 4-chloroacetoacetateHCID 36240—
Reactant3-Fluoro-5-methoxybenzenethiolHCID 89767752—
SolventWaterHCID 962—
ProductMethyl 4-((3-fluoro-5-methoxyphenyl)sulfanyl)-3-oxobutanoateHCID 89768091—

Reaction Steps

A mixture of methyl 4-chloroacetoacetate (1.871 mL), K2OC3 (2.210 g), 3-fluoro-5-methoxybenzenethiol (2.3 g) and DMF (30 mL) was stirred at room temperature for 1 h. The mixture was poured into water and extracted with EtOAc. The organic layer was separated, 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 (2.87 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-75d09aaaaa54434dad06955e30bff04f
Source noteuspto-grants-2016_01