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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85377Generated: October 29, 2026

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

https://huagongshe.com/reaction/85377

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 numberUS08846972B2
Source datasetuspto-grants-2014_09
ORD IDord-66ca711de7664ab398a970c03b17aeb2
Source noteuspto-grants-2014_09