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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115618Generated: November 1, 2026

Ammonium Acetate → 9-Amino-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/2115618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 9-oxobicyclo[3.3.1]nonane-3-carboxylateHCID 19245419—
SolventMethanolHCID 887—
Product9-Amino-bicyclo[3.3.1]nonane-3-carboxylic acid methyl esterHCID 66656923—

Reaction Steps

The product of Example 7A (2.03 g, 10.38 mmol) was stirred at room temperature in the presence of ammonium acetate (8 g, 103.8 mmol) and NaBH3CN (3.3 g, 51.9 mmol) in methanol (30 mL) for twelve hours at 23° C. The solvent was then evaporated and the residue was dissolved in dichloromethane; washed with water, NaHCO3 solution, and brine; and dried (Na2SO4). After filtration and evaporation of the solvent, the amine was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435833B2
Source datasetuspto-grants-2008_10
ORD IDord-91b12e3c45654bf2a97daf468c12be17
Source noteuspto-grants-2008_10