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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591446Generated: October 31, 2026

Dimethylformamide → (7-Fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetic acid

https://huagongshe.com/reaction/591446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium 2-methyl-2-propanethiolateHCID 5147913—
ReactantMethyl(7-fluoro-6-methoxy-4-methyl-1-benzothiophen-3-yl)acetateHCID 121004334—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product(7-Fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetic acidHCID 89767685122.7%

Reaction Conditions

Temperature160 °C

Reaction Steps

To a mixture of methyl(7-fluoro-6-methoxy-4-methyl-1-benzothiophen-3-yl)acetate (248.4 mg) and DMF (dry) (7.5 mL) was added sodium 2-methyl-2-propanethiolate (415 mg) at room temperature. The mixture was stirred at 160° C. for 20 min. After cooling, the mixture was diluted with water and 1N HCl and extracted with EtOAc. The organic layer was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo to give the title compound (273 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-6e10a423cf2447e088542f84347477cd
Source noteuspto-grants-2016_01