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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501012Generated: November 3, 2026

Phenol → HCID 89584978, compound

https://huagongshe.com/reaction/1501012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 6932349HCID 6932349—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89584978HCID 8958497880%

Reaction Steps

To a solution of (R)-methyl 4-(1-hydroxyethyl)benzoate (360 mg, 2 mmol) in anhydrous tetrahydrofuran (20 mL) was added phenol (188 mg, 2 mmol) and triphenylphosphine (524 mg, 2 mmol) at 0° C., then stirred for 1 hour, (E)-diisopropyl diazene-1,2-dicarboxylate (404 mg, 2 mmol) was added, then stirred at room temperature for 12 hours. The reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=4:1) to give (S)-methyl 4-(1-phenoxyethyl)benzoate (410 mg, 80%). LRMS (M+H+) m/z: calcd 256.11. found 256.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-22141782fd3945b591822f71845bdba2
Source noteuspto-grants-2015_12