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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525469Generated: October 27, 2026

Toluene → HCID 178497284, compound

https://huagongshe.com/reaction/525469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantMethyl 6-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylateHCID 58055117—
ReactantHCID 178445812HCID 178445812—
ProductHCID 178497284HCID 17849728416%

Reaction Steps

To a mixture of 6-hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester (0.280 g, 1.36 mmol), trans-4-tert-butylcyclohexanol (0.2338 g, 1.496 mmol) and triphenylphosphine (0.7122 g, 2.715 mmol) in toluene (5 mL, 50 mmol) was stirred for 20 min, then, diisopropyl azodicarboxylate (0.34 mL, 1.6 mmol) was added dropwise at 0° C. The solution was stirred at reflux overnight. The reaction was added silica gel and the solvent was concentrated. The residue was purified with silica gel eluted with EtOAc in hexanes from 0 to 20% to give the product as a white precipitate (73 mg, 16%). LCMS Rt=1.50 min, m/z=450.10 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340527B2
Source datasetuspto-grants-2016_05
ORD IDord-5deec096d9304bceb4f77dc270f8d9d2
Source noteuspto-grants-2016_05