5,5-Dimethyl-2-pyrrolidinone

Synthesis of compound 218.2. To a solution of nickel chloride (2.291g, 11.428 mmol, 2.0eq.) in MeOH (lOmL) was added NaBHEXAMPLE 7 General procedure: [0184] The nitroester 34-38 (100 mmol) was dissolved in250 ml glacial acetic acid and 500 mg of 10% Pd-C were added. The mixture was hydrogenated at ambient temperature and atmospheric pressure for 12 h. The mixture was filtered and the solvent evaporated. The product was then dissolved in 100 ml of absolute ethanol and alkalinized with triethylamine (TEA). The mixture was heated under reflux for 12 h. The solvents were evaporated under reduced pressure; the residue was diluted in Et20 and iN HC1 was added. The aqueous phase was extracted twice with Et20. The organic phases were dried over Na2504 and the solvent was evaporated. The product was purified by distillation under reduced pressure which led to obtaining of the lactames 30-33.Pyrrolidin-2-one (28) commercial product 4-Methyl-pyrrolidin-2-one (30). Yield 83%, colourless oil (subsequently crystallized), bp 103 C. (6 mmHg); 'H NMR (CDC13) oe 6.75 (br s, 1H, NH); 3.46 (dd, 1H, -CH2, J=7.6, J=9.3); 2.93 (dd, 1H, -CH2, J=6.0, J=9.5); 2.53-2.44 (m, 1H, CH); 2.46 (dd, 1H, -CH2, J=6.9, J=1 6.3); 1.94 (dd, 1H, -CH2, J7.0, J=16.2); 1.10 (d, 3H, CH3, J=6.9).Trimethyloxonium tetrafluoroborate (0.66 g, 4.45 mmol) was added to a solution of

Molecular Weight:113.16
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:113.084063974
Monoisotopic Mass:113.084063974
Topological Polar Surface Area:29.1
Heavy Atom Count:8
Complexity:118
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes