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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119443Generated: November 2, 2026

Benzyl Alcohol → HCID 20616878, compound

https://huagongshe.com/reaction/2119443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 22714070HCID 22714070—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 20616878HCID 2061687863%

Reaction Steps

To a solution of 2-{3-[(t-butoxy)carbonylamino]cyclohexyl}acetic acid (3.43 g, 13.35 mmol), Et3N (3.75 mL, 26.96 mmol) in toluene (86 mL) under N2 was added DPPA (5.8 mL, 26.96 mmol) and benzyl alcohol (4.28 mL, 41.38 mmol). The solution was heated to reflux overnight. The reaction was cooled to room temperature, diluted with EtOAc, washed (1.0N NaOH then brine), dried (MgSO4), filtered, and concentrated. Column chromatography (silica gel, hexanes/EtOAc gradient) gave the title compound (3.05 g, 63%). Mass Spectrum (ES+) (m/z) 263.1 [M−BOC].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06686376B2
Source datasetuspto-grants-2004_02
ORD IDord-687e0b4d134046bc84858e8d1b08ff45
Source noteuspto-grants-2004_02