7-Azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dichloro-2-oxo-, phenylMethyl ester synthesis
- Product Name:7-Azaspiro[3.5]nonane-7-carboxylic acid, 1,1-dichloro-2-oxo-, phenylMethyl ester
- CAS Number:147610-97-7
- Molecular formula:C16H17Cl2NO3
- Molecular Weight:342.22
138163-12-9
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Yield:147610-97-7 76%
Reaction Conditions:
with zinc-copper couple in diethyl ether at 20; for 2 h;
Steps:
13-1 benzyl 1, 1-dichloro-2-oxo-7-azaspiro [3.5] nonane-7-carboxylate
To the mixture of benzyl 4-methylenepiperidine-1-carboxylate (1.6 g, 6.92 mmol) and zinc-copper couple (8.92 g, 69.2 mmol) in ether (20 mL) was added 2, 2, 2-trichloroacetyl chloride (6.29 g, 34.6 mmol) . The mixture was stirred at rt for 2h. Then the reaction mixture was poured into saturated NaHCO3 (50 mL) and the solid was filtered off and the filtrate was extracted with EtOAc (30 mL x 2) . The organic layer was washed with brine (30 mL) , dried and concentrated to give benzyl 1, 1-dichloro-2-oxo-7-azaspiro [3.5] nonane-7-carboxylate (1.8 g, 5.26 mmol, 76) which was used in next step directly. LRMS m/z (M+H) 342.2 found, 342.1 required.
References:
WO2018/68297,2018,A1 Location in patent:Page/Page column 114
79099-07-3
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