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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412913Generated: October 29, 2026

Iodoethane → HCID 18539185, compound

https://huagongshe.com/reaction/412913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
Reactant1-tert-Butoxycarbonyl-4-[(4-hydroxyphenyl)sulfanyl]piperidineHCID 18538757—
SolventDimethylformamideHCID 6228—
ProductHCID 18539185HCID 1853918595.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 1-tert-Butoxycarbonyl-4-[(4-hydroxyphenyl)sulfanyl]piperidine (3.09 g, 10.0 mmol), ethyl iodide (1.04 mL, 13.0 mmol), and potassium carbonate (1.80 g, 13.0 mmol) in DMF (15 mL) was stirred at 60° C. for 20 hours. The reaction mixture was evaporated under reduced pressure. The residue was diluted with ethyl acetate (40 mL), washed with water (10 mL), 0.5 N sodium hydroxide solution (10 mL×3), brine (10 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, using ethyl acetate/hexane (1/19 to 1/9) as eluent to afford the title compound (3.21 g, 9.52 mmol, 95%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562978B1
Source datasetuspto-grants-2003_05
ORD IDord-9ae525ab10d842c0b02a0b8390a13d2c
Source noteuspto-grants-2003_05