HCID 20638276, compound → HCID 56976128, compound

HRID 1858352Notes

Reaction equation

HRID 1858352 reaction equation
[O:1]1[C@@H:13]2[C@@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@@H:9]3[CH:10]=[CH:11][C@@H:12]2[O:20][C:21](=[O:33])[CH2:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)[CH2:7][C:6]2=[C:15]4[C:2]1=[C:3]([O:34][CH2:35][O:36][CH3:37])[CH:4]=[CH:5]2>CO.[Pd]>[O:1]1[C@@H:13]2[C@@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@@H:9]3[CH2:10][CH2:11][C@@H:12]2[O:20][C:21](=[O:33])[CH2:22][CH2:23][CH2:24][C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)[CH2:7][C:6]2=[C:15]4[C:2]1=[C:3]([O:34][CH2:35][O:36][CH3:37])[CH:4]=[CH:5]2

Participants

4

Reactant 1

HCID 20638276HCID 20638276, compound

Product 1

HCID 56976128HCID 56976128, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4,5α-epoxy-3-methoxymethoxy-6α-(4-(4-methoxyphenyl)-butyryloxy)-17-methyl-morphinan-7-ene (1.01 g, 2 mmol) in MeOH (40 ml) is mixed with 10% Pd/C (650 mg) and agitated for 1.5 hours under 1 bar of H2 pressure. The catalyst is removed by filtering through Celite and the filtrate is evaporated down. The residue is pure 4,5α-epoxy-3-methoxymethoxy-6α-(4-(4-methoxyphenyl)-butyryloxy)-17-methyl-morphinane (0.87 g, 85.7%).

Workup

  1. customThe catalyst is removed
  2. filtrationby filtering through Celite
  3. customthe filtrate is evaporated down

Sources & evidence

ORD record
ord-9cd65160dd75494983959d858475cdf1
Source dataset
uspto-grants-2000_11
Patent number
US06150524

Reaction notes

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