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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958859Generated: November 3, 2026

Ethyl Acetate → HCID 178424789, compound

https://huagongshe.com/reaction/1958859

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 F, 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 numberUS08410154B2
Source datasetuspto-grants-2013_04
ORD IDord-271a7fe085d24c3bb35f1a2273bd4f1f
Source noteuspto-grants-2013_04