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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053965Generated: October 30, 2026

Hydrochloric Acid → 5,6-dihydro-2H-thiopyran-3-carboxylic acid

https://huagongshe.com/reaction/1053965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 5,6-dihydro-2H-thiopyran-3-carboxylateHCID 10351950—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5,6-dihydro-2H-thiopyran-3-carboxylic acidHCID 10240930—

Reaction Steps

To a solution of methyl 5,6-dihydro-2H-thiopyran-3-carboxylate (1.0 g, 6.32 mmol) in 10:1 MeOH:THF (16.5 mL) was added lithium hydroxide (0.30 g, 13 mmol) in water (15 mL). The resulting mixture was stirred at ambient temperature for 4 hours. The reaction mixture was carefully acidified with 1N aqueous HCl, and extracted with EtOAc (3×). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to afford the title compound. The residue was carried forward without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394282B2
Source datasetuspto-grants-2016_07
ORD IDord-923c220d7c074c7a8a8c7586d40c0824
Source noteuspto-grants-2016_07