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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591444Generated: October 31, 2026

Dimethylformamide → Methyl 4-((2-fluoro-3-methoxy-5-methylphenyl)sulfanyl)-3-oxobutanoate

https://huagongshe.com/reaction/591444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-chloroacetoacetateHCID 36240—
Reactant2-Fluoro-3-methoxy-5-methylbenzenethiolHCID 89767672—
SolventWaterHCID 962—
ProductMethyl 4-((2-fluoro-3-methoxy-5-methylphenyl)sulfanyl)-3-oxobutanoateHCID 89767691—

Reaction Steps

To a mixture of 2-fluoro-3-methoxy-5-methylbenzenethiol (289.4 mg) and DMF (dry) (12 mL) were added K2CO3 (255 mg) and methyl 4-chloro-3-oxobutanoate (0.217 mL) at 0° C. The mixture was stirred at room temperature for 1.5 h. The mixture was diluted with water and extracted with EtOAc. The 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 (330 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-2d2e73a62ef9416c9beb5543f0b261a6
Source noteuspto-grants-2016_01