Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370105Generated: October 31, 2026

Acetic Acid → HCID 178476599, compound

https://huagongshe.com/reaction/1370105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 178510062HCID 178510062—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178476599HCID 17847659945.7%

Reaction Steps

To a solution of 4-(trans-4-hydroxycyclohexylamino)-3-nitrobenzonitrile (1.0 g), acetic acid (345 mg) and diethyl azodicarboxylate (2.17 g, 40% solution in toluene) in anhydrous tetrahydrofuran (25 mL) was added portionwise triphenylphosphine (1.31 g) at 0° C., and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated in vacuo and the residue was subjected to a silica gel column chromatography eluting with a mixture of n-hexane and ethyl acetate (5:1 to 3:1) and then chloroform. The obtained substance was triturated with methanol to give 4-(cis-4-acetoxycyclohexylamino)-3-nitrobenzonitrile (530 mg) as yellow powders.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06582351B1
Source datasetuspto-grants-2003_06
ORD IDord-f41c58b5cc264e66b6a69d8eacb7c29c
Source noteuspto-grants-2003_06