Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709409Generated: October 29, 2026

Triethylamine → HCID 86695274, compound

https://huagongshe.com/reaction/709409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
ReactantSodium AzideHCID 33557—
Reactant1257122-75-0HCID 51888108—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
ProductHCID 86695274HCID 8669527486.7%

Reaction Steps

Ethyl chloroformate (143 mL, 1.48 mol) was added to a solution of (trans)-2-(4-(benzyloxy) phenyl)cyclopropanecarboxylic acid (Intermediate S, 190 g, 0.70 mol), Triethyl amine (229 mL, 1.63 mol) in acetone (2.8 L) at −20° C. and stirred for 1 h, then a solution of NaN3 (138 g, 2.1 mol) in water (200 mL) was added and stirred at RT for 30 mins. After completion, the solvent was evaporated, residue was dissolved in EtOAc (2 L), washed with water (2 L), brine (1 L), dried over anhydrous Na2SO4, filtered and evaporated to afford (trans)-2-(4-(benzyloxy)phenyl)cyclopropanecarbonyl azide (178 g, 85.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181198B2
Source datasetuspto-grants-2015_11
ORD IDord-71e0b42002b840a4b89f3e461c7341c3
Source noteuspto-grants-2015_11