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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271382Generated: October 30, 2026

Dichloromethane → Ammonium Hydroxide

https://huagongshe.com/reaction/271382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantEthyl AcetateHCID 8857—
Reactant4-Azido-2-fluorocyclohexyl 2-phenylethyl etherHCID 72574144—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductAmmonium HydroxideHCID 14923—
Product[3-Fluoro-4-(2-phenylethoxy)cyclohexyl]amineHCID 69276156—

Reaction Steps

To an ethyl acetate (80 mL) solution of 4-Azido-2-fluorocyclohexyl 2-phenylethyl ether (0.677 g, 2.57 mmol) was added 10% palladium on carbon (0.200 g). The resulting mixture was hydrogenated using a balloon. After 1 h the contents of the reaction flask were filtered through Celite® and the filtrate evaporated under reduced pressure. Flash column chromatography (methylene chloride:methanol:ammonium hydroxide, 90:10:1) gave [3-Fluoro-4-(2-phenylethoxy)cyclohexyl]amine as a waxy oil (0.519 g, 85% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452893B2
Source datasetuspto-grants-2008_11
ORD IDord-55e5248c1ccf43db90af744311a51c78
Source noteuspto-grants-2008_11