HCID 23467198, compound → HCID 23467215, compound

HRID 443427Notes

Reaction equation

HRID 443427 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2([N:17]3[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]3[CH:15]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[O:28][CH3:29])[O:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd]>[CH3:29][O:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[CH:15]1[CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][N:17]2[C:11]2([CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[O:14]1

Participants

3

Reactant 1

HCID 23467198HCID 23467198, compound

Product 1

HCID 23467215HCID 23467215, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Utilizing the procedure described in Example 2 above, 8.9 g of hexahydro-1'-benzyl-1-(2-methoxyphenyl)spiro[3H-oxazolo[3,4-a]pyridine-3,4'-piperidine] is hydrogenated in the presence of a palladium on charcoal catalyst to obtain hexahydro-1-(2-methoxyphenyl)spiro[3H-oxazolo[3,4-a]pyridine-3,4'-piperidine] as an oil after evaporation of the organic layer. The oil, 5.8 g, is dissolved in 30 ml ether and added to a solution of 2.4 g oxalic acid dihydrate in 40 ml of ether. The precipitated solid is collected by filtration and recrystallized from methanol-ethyl acetate to obtain the oxalate salt; mp 185°-186° C.

Sources & evidence

ORD record
ord-76951fb237a744ffba9640d6f71e7118
Source dataset
uspto-grants-1981_04
Patent number
US04260623

Reaction notes

Loading…