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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337267Generated: October 29, 2026

Ethyl Acetate → HCID 178424789, compound

https://huagongshe.com/reaction/337267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant2-(3-(2,6-Dimethylbenzyloxy)-2-methylphenyl)acetonitrileHCID 66959111—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
ProductHCID 178424789HCID 178424789—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-(3-(2,6-Dimethylbenzyloxy)-2-methylphenyl)acetonitrile (Step E, 2.70 g, 10.19 mmol), sodium azide (0.795 g, 12.23 mmol) and ammonium chloride (0.653 g, 12.22 mmol) in dry DMF (20 ml) was heated under argon at 90° C. for 16 hours or until all the starting material is consumed, the reaction mixture was cooled, diluted with water and extracted with EtOAc (30 ml×4). The combined organic layer was washed with brine, dried over Na2SO4, filtered, concentrated and purified by flash chromatography on a silica gel column (chloroform:methanol 92.5:7.5) to give semi solid product. The semi solid was stirred with 1:2 ethyl acetate:hexane (15 ml) for 10 minutes, and filtered to give product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889724B2
Source datasetuspto-grants-2014_11
ORD IDord-4351dcc52dc5420b8cca9a5315459bf2
Source noteuspto-grants-2014_11