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ChemicalBook CAS DataBase List Ethyl 9-azabicyclo[3.3.1]nonane-3-carboxylate

Ethyl 9-azabicyclo[3.3.1]nonane-3-carboxylate synthesis

4synthesis methods
9-Azabicyclo[3.3.1]nonane-3-carboxylic acid, 9-(phenylmethyl)-, ethyl ester

141379-90-0
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Ethyl 9-azabicyclo[3.3.1]nonane-3-carboxylate

141379-91-1
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Yield:141379-91-1 94%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in lithium hydroxide monohydrate at 60; under 750.075 Torr; for 2 h;

Steps:

10.4 Step 4. Preparation of ethyl 9-azabicyclo[3.3.1]nonane-3-carboxylate

Ethyl 9-benzyl-9-azabicyclo[3.3.1]nonane-3-carboxylate (3.21 g, 11.2 mmol) was dissolved in ethanol and 10% Pd/C (containing 55% H2O) (539 mg, 2.79 mmol) was added. The mixture was stirred under an atmosphere of hydrogen (1 bar) at 60°C for 2 hours. The reaction mixture was cooled, filtered through a plug of celite and the filtrate was concentrated and used as such. Yield 2.08 g (94%). MS ESI+ m/z 198 [M+H]+.

References:

WO2022/175402,2022,A1 Location in patent:Page/Page column 36-38