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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919142Generated: October 30, 2026

Salicylic Acid → Tert-butyl 2-(2-hydroxybenzamido)propylcarbamate

https://huagongshe.com/reaction/919142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylic AcidHCID 338—
ReactantImidazoleHCID 795—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactanttert-Butyl (2-aminopropyl)carbamateHCID 22499135—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 2-(2-hydroxybenzamido)propylcarbamateHCID 6749324640%

Reaction Steps

To a solution of tert-butyl 2-aminopropylcarbamate (3.6 g, 20.6 mmol), 2-hydroxybenzoic acid (2.79 g, 20.6 mmol) and imidazole (1.41 g, 20.6 mmol) in EtOAc (100 mL) at 0° C. was slowly added a solution of DCC (4.26 g, 20.6 mmol) in EtOAc (50 mL). The reaction mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude product was purified by silica chromatography, EtOAc/Petroleum ether (0-20%) to afford tert-butyl 2-(2-hydroxybenzamido)propylcarbamate (2.4 g, 40%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09272984B2
Source datasetuspto-grants-2016_03
ORD IDord-4afec4944d52472d93fe904201321fa3
Source noteuspto-grants-2016_03