Phenibut synthesis
- Product Name:Phenibut
- CAS Number:1078-21-3
- Molecular formula:C10H13NO2
- Molecular Weight:179.22
Fenibut synthesis: from benzoyl chloride and ethyl acetoacetate as raw materials, through condensation and hydrolysis of ethyl benzoyl acetate, and then condensation of benzaldehyde and nitromethane to generate trans-nitrostyrene, and then the two are combined. Micheal addition, the adduct is then catalytically hydrogenated with Raney nickel, and finally hydrolyzed in concentrated hydrochloric acid to produce phenibate.
Synthesis of Phenibut (16) and Baclofen (17).
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Yield:-
Reaction Conditions:
with hydrogenchloride at 10;Reflux;
Steps:
2.2.1.6. Synthesis of Amino-3-phenylbutanoic acid (7)
The solution of Phenylpyrrolidin-2-one (6) (80 mg, 0.55mmol)watirredinHCl(6N)underrefluxat1°Cfor241H NMR (300 MHz, D2O) d 2.65 (dd, 1H, J 15.8 and 8.8Hz), 2.75 (dd, 1H, J 15.8 and 5.3 Hz), 3.10-3.30 (m, 3H),7.26-7.36 (m, 5H); 13C NMR (75 MHz, D2O) d 40.7, 42.4,46.3, 130.3, 130.8, 131.8, 140.8, 177.9. IR (KBr film, cm-1): = 3317-2567, 1711, 1590, 1515, 1485, 1402, 1259, 1199,1146, 972, 860, 761, 701.
References:
Keniche, Assia;El Ouar, Ibtissem;Zeghina, Ibtissem;Dib, Mohammed El Amine [Combinatorial Chemistry and High Throughput Screening,2022,vol. 25,# 1,p. 187 - 196]
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