HCID 58695797, compound → HCID 58695782, compound

HRID 1178889Notes

Reaction equation

HRID 1178889 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:14][CH:13]3[N:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:10]([CH2:11][CH2:12]3)[CH:9]=2)=[C:4]([C:21](=[O:24])[CH2:22][CH3:23])[CH:3]=1>C(O)C.C(O)(=O)C.[Pt]=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:14][CH:13]3[N:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:10]([CH2:11][CH2:12]3)[CH2:9]2)=[C:4]([C:21](=[O:24])[CH2:22][CH3:23])[CH:3]=1

Participants

5

Reactant 1

HCID 58695797HCID 58695797, compound

Product 1

HCID 58695782HCID 58695782, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

A solution of ethyl 3-(4-chloro-2-propionylphenyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate (2-6) (1.50 g, 4.31 mmol,) in 10 mL of ethanol and 10 mL acetic acid was shaken under hydrogen at 1 atmospheric pressure with platinum oxide (980 mg, 0.431 mmol, added in portions) for 60 h at room temperature. Solid was filtered through a pad of Celite and rinsed with ethanol. The ethanol solution was concentrated to give (2-7) as colorless oil.

Workup

  1. filtrationSolid was filtered through a pad of Celite
  2. washrinsed with ethanol
  3. concentrationThe ethanol solution was concentrated

Sources & evidence

ORD record
ord-52a388f41f384ec3be2e20c5ea3444d0
Source dataset
uspto-grants-2007_10
Patent number
US07276520B2

Reaction notes

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