Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842425Generated: October 28, 2026

Benzyl Alcohol → HCID 10521181, compound

https://huagongshe.com/reaction/842425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 853605—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 10521181HCID 1052118161%

Reaction Steps

To a mixture of 4-(N-Boc-aminomethyl)benzoic acid (500 mg, 1.99 mmol), DMAP (catalytic amount), benzyl alcohol (226 μl, 2.19 mmol) and dichloromethane (20 ml) was added dicyclohexylcarbodiimide (1M solution in dichloromethane, 2.19 ml, 2.19 mmol) and the mixture stirred at room temperature for 60 hours. The precipitate was removed by filtration and the filtrate concentrated in vacuo. Diethyl ether (50 ml) was added to the residue, the resulting precipitate removed by filtration and the filtrate concentrated in vacuo. Purification by flash column chromatography (petrol/EtOAc, 3:1) gave the title compound (412 mg, 61%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06375926B1
Source datasetuspto-grants-2002_04
ORD IDord-59a1821b40304ea9bd1dd87c2006630e
Source noteuspto-grants-2002_04