Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501028Generated: November 2, 2026

P-Cresol → HCID 89581301, compound

https://huagongshe.com/reaction/1501028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-CresolHCID 2879—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantMethyl 4-(1-hydroxyethyl)benzoateHCID 586417—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89581301HCID 8958130137%

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of methyl 4-(1-hydroxyethyl)benzoate (180 mg, 1.0 mmol), p-cresol (130 mg, 1.2 mmol), triphenylphosphine (393 mg, 1.5 mmol) and tetrahydrofuran (15 mL) were stirred at 20° C. for half an hour. Then azodicarboxylic acid diisopropyl ester (303 mg, 1.5 mmol) was added. The mixture was stirred at 20° C. for 12 hours. The resultant mixture was washed with water (20 mL×3). The organic phase was separated, dried over sodium sulfate, filtered, and concentrated to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=5:1) to furnish methyl 4-(1-(p-tolyloxy)ethyl)benzoate as a colorless oil (100 mg, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-8f7725e681994ce68d829ae39946dc05
Source noteuspto-grants-2015_12