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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713953Generated: November 3, 2026

Toluene → HCID 178422073, compound

https://huagongshe.com/reaction/713953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant3-Methylisoquinolin-7-olHCID 12332258—
ReactantHCID 178445811HCID 178445811—
ProductHCID 178422073HCID 17842207352%

Reaction Steps

Triphenylphosphine (5.14 g, 19.6 mmol) was added to a solution of 3-Methyl-isoquinolin-7-ol (2.08 g, 13.1 mmol) and cis-4-tert-butylcyclohexanol (3.06 g, 19.6 mmol) in Toluene (60 mL, 600 mmol). The mixture was stirred for 15 minutes then Diisopropyl azodicarboxylate (3.86 mL, 19.6 mmol) was added. The mixture was then stirred at room temperature overnight. The solvent was removed under vacuum. The crude product was dissolved in methylene chloride, adsorbed onto silica gel and purified by flash chromatography (0-30% EtOAc in hexanes) to give the title compound in 52% yield. ESI-MS(M+H+): 298.46.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09186367B2
Source datasetuspto-grants-2015_11
ORD IDord-b0322d8c1f144f1099f4c9b2bf197985
Source noteuspto-grants-2015_11