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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577747Generated: October 31, 2026

Benzyl Alcohol → HCID 86679674, compound

https://huagongshe.com/reaction/577747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTolueneHCID 1140—
ReactantTriethylamineHCID 8471—
ReactantAzideHCID 33558—
Reactant1-Methyl-3-methylidenecyclobutane-1-carboxylic acidHCID 20614517—
SolventEthyl AcetateHCID 8857—
ProductHCID 86679674HCID 86679674—

Reaction Steps

To a stirred solution of 1-methyl-3-methylidenecyclobutanecarboxylic acid (2.60 g, 20.6 mmol) in toluene (30 mL) was added Et3N (4.30 mL, 30.9 mmol), followed by diphenylphosphoic azide (6.10 mL, 28.3 mmol). The mixture was stirred at rt for 45 min, then benzyl alcohol (7.60 mL, 73.4 mmol) was added, and the mixture was heated at 80° C. overnight. The mixture was then cooled to rt, diluted with EtOAc (30 mL), washed with sat. NH4Cl (three×40 mL), brine (40 mL), dried over Na2SO4 and concentrated to give the crude title compound as a pale yellow oil. m/z (APCI+) for C14H17NO2232.20 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040547B2
Source datasetuspto-grants-2015_05
ORD IDord-af5b6f89140b4f649f0a4f8c33f96687
Source noteuspto-grants-2015_05