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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160146Generated: October 25, 2026

Water → 1-Acetylsulfanylmethylcyclohexanecarboxylic acid methyl ester

https://huagongshe.com/reaction/1160146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium ethanethioateHCID 23670855—
ReactantMethyl 1-(iodomethyl)cyclohexanecarboxylateHCID 58947958—
SolventDimethylformamideHCID 6228—
Product1-Acetylsulfanylmethylcyclohexanecarboxylic acid methyl esterHCID 5894795081.4%

Reaction Conditions

Temperature10 °C

Reaction Steps

To a cold solution of crude 1261-B (109 mmol) in DMF (90 ml) was added Potassium thioacetate (1.2 equiv, 131 mmol, 15 g) maintaining temperature below 30° C. The reaction was stirred for 18 h then cooled to 10° C. and water (160 mL) was added. Reaction was extracted with EtOAc and washed with NaHCO3 sat., then brine. The dark organic layer was dried over MgSO4, filtered and concentrated down to a dark oil. Purification—HPFC (High Pressure Flash Chromatography) 75+M prepacked silica cartridge (1 to 5% EtOAc), UV collection. After concentration, 20.43 g of product 1261-C was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816326B2
Source datasetuspto-grants-2010_10
ORD IDord-7cd4ff6cd3d54d78a469a9eca91840b5
Source noteuspto-grants-2010_10