HCID 10983066, compound → HCID 54547297, compound

HRID 1858341Notes

Reaction equation

HRID 1858341 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][C@H:10]3[N:22]([CH3:23])[CH2:21][CH2:20][C@:16]45[C:17]=2[C:18]=1[O:19][C@H:15]4[C@@H:14]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][C:30](=[O:32])[CH3:31])[CH:13]=[CH:12][C@@H:11]35)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][C@H:10]3[N:22]([CH3:23])[CH2:21][CH2:20][C@:16]45[C:17]=2[C:18]=1[O:19][CH:15]4[C@@H:14]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][C:30](=[O:32])[CH3:31])[CH2:13][CH2:12][C@@H:11]35)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 10983066HCID 10983066, compound

Product 1

HCID 54547297HCID 54547297, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6α-((4-Acetyloxy-butyl)-oxy)-4,5α-epoxy-17-methyl-morphinan-7-en-3-ol acetate (0.288 g, 0.63 mmol) in MeOH (30 ml) mixed with 10% Pd on 0.2 g) and then agitated for 1 hour at RT under H2 (1 bar over pressure). The catalyst is removed by filtering through a filter compound and the filtrate is concentrated by rotary evaporation. The residue obtained is purified by flash chromatography (20 g silica gel; mobile phase: CH2Cl2 /MeOH=9/1). The product is dissolved in glacial acetic acid and lyophilised.

Workup

  1. customThe catalyst is removed
  2. filtrationby filtering through a filter compound
  3. concentrationthe filtrate is concentrated by rotary evaporation
  4. customThe residue obtained
  5. customis purified by flash chromatography (20 g silica gel; mobile phase: CH2Cl2 /MeOH=9/1)
  6. dissolutionThe product is dissolved in glacial acetic acid

Sources & evidence

ORD record
ord-4c49bd57782a48e8a2fd654c0d1882b4
Source dataset
uspto-grants-2000_11
Patent number
US06150524

Reaction notes

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