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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1740724Generated: November 2, 2026

Benzyl Alcohol → Boc-Iminodiacetic acid dibenzyl ester

https://huagongshe.com/reaction/1740724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantBoc-iminodi acetic acidHCID 56923762—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductBoc-Iminodiacetic acid dibenzyl esterHCID 86754660—

Reaction Conditions

Temperature0 °C

Reaction Steps

Boc-Iminodiacetic acid (5 g, 21.44 mmol), 4-dimethylaminopyridine (5.24 g, 42.87 mol), benzyl alcohol (4.64 g, 42.9 mmol) and HOBt (6.8 g, 43 mmol) were dissolved in CH2Cl2 (200 mL) and the solution was cooled to 0° C. DCC (8.84 g, 42.9 mmol) was added and the reaction was allowed to proceed at ambient temperature overnight. Precipitated dicyclohexylurea was filtered off and the filtrated was extracted with 4% aq NaHCO3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05972926
Source datasetuspto-grants-1999_10
ORD IDord-ee1b608f8a754311ace9c7fd072f6371
Source noteuspto-grants-1999_10