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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189048Generated: November 1, 2026

Tetrahydrofuran → HCID 58236985, compound

https://huagongshe.com/reaction/1189048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-butynoateHCID 78043—
ReactantHCID 58236986HCID 58236986—
SolventTolueneHCID 1140—
ProductHCID 58236985HCID 5823698572%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of 7-methoxy-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carbothioamide (0.69 g), ethyl 2-butynoate (0.43 mL), tetrahydrofuran (15 mL) and toluene (25 mL) was added tributylphosphine (0.54 mL) at room temperature under argon atmosphere. After the mixture was stirred at 40° C. for 4 h, ethyl 2-butynoate (0.22 mL) and tributylphosphine (0.27 mL) were added thereto. After stirring at 40° C. for 2 h, the reaction mixture was concentrated to give a light brown oil, which was purified by silica gel chromatography (ethyl acetate:hexane=30:70 to 75:25, volume ratio) to give the title compound (684 mg, 72%) as a light yellow oil. MS 489 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-7e91ad4f29d54b5ebfa6446cd8e7b288
Source noteuspto-grants-2014_03