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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442890Generated: October 30, 2026

Benzhydrol → HCID 53647934, compound

https://huagongshe.com/reaction/442890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzhydrolHCID 7037—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 54511413HCID 54511413—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53647934HCID 5364793479.2%

Reaction Steps

To a solution of N-isopropyl-1-benzenesulfonylindole-2-sulfonamide (10.0 g, 26.42 mmol), triphenylphosphine (10.4 g, 39.63 mmol), and benzhydrol (7.30 g, 39.63 mmol) in 100 ml of tetrahydrofuran was dropwise added a solution of diethyl azodicarboxylate (6.24 ml, 39.63 mmol) in 100 ml of tetrahydrofuran with stirring, followed by stirring at room temperature for 2 hours. Water was added to the reaction mixture followed by extraction with ethyl acetate. The resulting organic layer was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to give 34.5 g of a crude product. The obtained crude product was purified with silica gel column chromatography (ethyl acetate/hexane=1/9) followed by crystallization from ethanol to give 11.4 g (yield: 79%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05891902
Source datasetuspto-grants-1999_04
ORD IDord-367e922550144ff9b1081ec0672726ac
Source noteuspto-grants-1999_04