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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536669Generated: October 29, 2026

Ammonia → HCID 58123695, compound

https://huagongshe.com/reaction/536669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantHCID 58123690HCID 58123690—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 58123695HCID 58123695—

Reaction Steps

Cyclopropylcarbonyl chloride (0.13 mL) is added to a solution of 1-[(2R,6S)-8-amino-9-hydroxy-6,11,11-trimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocin-3-yl]-2,2,2-trifluoro-ethanone (0.50 g) and triethylamine (0.25 mL) in dichloromethane (3 mL). After stirring the solution at room temperature overnight, concentrated aqueous ammonia solution (1 mL) and methanol (2 mL) are added and the resulting mixture is stirred for additional 2 h. Then, the solution is concentrated and water is added to the residue. The resulting mixture is extracted with ethyl acetate and the combined organic extracts are washed with brine and dried (MgSO4). The solvent is removed under reduced pressure to give the crude title compound that is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859580B2
Source datasetuspto-grants-2014_10
ORD IDord-10fbf455d57940aa91393a16c93cbaa3
Source noteuspto-grants-2014_10