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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398077Generated: November 2, 2026

tert-Butanol → HCID 178453943, compound

https://huagongshe.com/reaction/1398077

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 178511260HCID 178511260—
ProductHCID 178453943HCID 17845394354%

Reaction Steps

To a solution of 765 mg (4.99 mmol) of trans-4-cyanocyclohexane carboxylic acid in 10 mL of tert-butanol was added 766 μL (5.49 mmol) of triethylamine and 1.13 mL (5.24 mmol) of diphenylphosphorylazide at room temperature, and the mixture was refluxed for 6 hours. After the reaction mixture was cooled to room temperature, ethyl acetate was added to this mixture and the organic layer was washed with saturated sodium bicarbonate aqueous solution, then, dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=2/1) to give 608 mg (54%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901315B2
Source datasetuspto-grants-2014_12
ORD IDord-17b6c2c36cd74a07a453b7226bf42405
Source noteuspto-grants-2014_12