HCID 56990704, compound → HCID 57235184, compound

HRID 1680224Notes

Reaction equation

HRID 1680224 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C@H:8]3[N:20]([CH3:21])[CH2:19][CH2:18][C@:14]45[C:15]=2[C:16]=1[O:17][CH:13]4[C:12](=[O:22])[CH:11]=[CH:10][C@@:9]35[O:23][CH3:24]>CO.[Pd].C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:7][C@H:8]3[N:20]([CH3:21])[CH2:19][CH2:18][C@:14]45[C:15]=2[C:16]=1[O:17][CH:13]4[C:12](=[O:22])[CH2:11][CH2:10][C@@:9]35[O:23][CH3:24]

Participants

4

Reactant 1

HCID 56990704HCID 56990704, compound

Product 1

HCID 57235184HCID 57235184, compound

Reagents, catalysts & solvents 2

HCID 14818447PalladiumcarbonCatalystHCID 887MethanolSolvent

Procedure

7,8-Didehydro-3,14-dimethoxy-4,5-epoxy-17-methylmorphinan-6-one (14) (5.0 g, 15.27 mmol) was hydrogenated in methanol (75 ml) over 500 mg Pd/charcoal (10%) at 3 atm. After filration through Celite the solvent was removed under reduced pressure to afford 4.92 g (98% theory) of a white solid 15, mp 140°-142° C. Recrystallization from ethanol gave 4.52 g (90% theory) of 15 as a white solid, mp 146°-146.5° C.

Workup

  1. customAfter filration through Celite the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-07ece852efe240e4bdd1dff810bf9c48
Source dataset
uspto-grants-1981_06
Patent number
US04272540

Reaction notes

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