7-Benzyl-hexahydro-oxazolo[3,4-a]pyrazin-3-one → Tetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one
Reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]2[C:14](=[O:17])[O:15][CH2:16][CH:10]2[CH2:9]1)C1C=CC=CC=1>[Pd].CCO>[CH2:16]1[CH:10]2[CH2:9][NH:8][CH2:13][CH2:12][N:11]2[C:14](=[O:17])[O:15]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
10% Palladium on carbon (18 mg, 20% by wt.) was placed under an inert atmosphere and suspended in EtOH (1 mL). A solution of 7-benzyl-hexahydro-oxazolo[3,4-a]pyrazin-3-one (90 mg, 0.39 mmol) dissolved in EtOH (3.8 mL) was added. The reaction mixture was placed under H2 atmosphere (1 atmosphere pressure) and stirred overnight. The resulting mixture was filtered through a pad of Celite® and the solvent was concentrated in vacuo to give 53.6 mg (97%) of the title compound as clear oil. 1H-NMR (300 MHz, CD3Cl) 4.36 (t, 1H), 3.89 to 3.81 (m, 1H), 3.79 to 3.69 (m, 2H), 3.10 to 2.88 (m, 3H), 2.67 to 2.50 (m, 2H), 2.00 to 1.90 (m, 1H).