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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404173Generated: October 31, 2026

Toluene → HCID 178422073, compound

https://huagongshe.com/reaction/2404173

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 numberUS08802659B2
Source datasetuspto-grants-2014_08
ORD IDord-e4c221700d714f16adbc79379627fc4a
Source noteuspto-grants-2014_08