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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734378Generated: October 31, 2026

Ammonia → HCID 58487596, compound

https://huagongshe.com/reaction/734378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthanolHCID 702—
ReactantSulfuric AcidHCID 1118—
Reactant3-Benzyl-3-azabicyclo[3.1.0]hexane-1-carboxylic acidHCID 15713431—
ProductHCID 58487596HCID 58487596—

Reaction Steps

To a suspension of 3-benzyl-3-azabicyclo[3.1.0]hexane-1-carboxylic acid (8.5 gm, 0.0390 mole), (prepared as described in EP 0413455A2) in ethyl alcohol (250 ml) was added conc. H2SO4 (10 ml). The resulting pale yellow solution was heated at reflux for 2 hours, cooled to 0° C. and neutralized with aqueous ammonia. The neutralized solution was concentrated and was dissolved in dichloromethane. The organic layer was washed with saturated NaHCO3, water and brine. The organic layer was dried over anhydrous Na2SO4 and was concentrated to give the crude product which was further purified by column chromatography (100-200 mesh, silicagel), eluting the compound with 5% ethyl acetate in hexane to give the pure product as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592359B2
Source datasetuspto-grants-2009_09
ORD IDord-f2bebf234f20439ba3a03b8a4cf3ad56
Source noteuspto-grants-2009_09