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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525969Generated: November 2, 2026

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

https://huagongshe.com/reaction/1525969

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 gel chromatography, EtOAc/PE (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 numberUS09085527B2
Source datasetuspto-grants-2015_07
ORD IDord-4d5c2ed17c2b4a248d19d8fa3955a227
Source noteuspto-grants-2015_07