cis-4-Acetyl-2-oxa-4-aza-bicyclo-[4.3.0]non-7-en-3-one → cis-4-Acetyl-2-oxa-4-aza-bicyclo[4.3.0]nonan-3-one

HRID 66057Notes

Reaction equation

HRID 66057 reaction equation
[C:1]([N:4]1[CH2:12][C@@H:11]2[C@@H:7]([CH2:8][CH:9]=[CH:10]2)[O:6][C:5]1=[O:13])(=[O:3])[CH3:2]>CO.[Pt](=O)=O>[C:1]([N:4]1[CH2:12][C@@H:11]2[C@@H:7]([CH2:8][CH2:9][CH2:10]2)[O:6][C:5]1=[O:13])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 22806382cis-4-Acetyl-2-oxa-4-aza-bicyclo-[4.3.0]non-7-en-3-one

Product 1

HCID 53688191cis-4-Acetyl-2-oxa-4-aza-bicyclo[4.3.0]nonan-3-oneYield 100%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

181 g (1.0 mol) of cis-4-acetyl-2-oxa-4-aza-bicyclo-[4.3.0]non-7-en-3-one, in 1,000 ml of methanol, are hydrogenated at 25° C. under normal pressure in the presence of platinum dioxide. After the catalyst has been filtered off, the reaction solution is freed from the solvent by distillation. Distillation of the residue gives 183 g (100% of theory) of cis-4-acetyl-2-oxa-4-aza-bicyclo[4.3.0]nonan-3-one (melting point: 80°-83° C.; from methanol).

Workup

  1. filtrationAfter the catalyst has been filtered off
  2. distillationthe reaction solution is freed from the solvent by distillation
  3. distillationDistillation of the residue

Sources & evidence

ORD record
ord-1e93781ef9fc4de5b719cb817a928260
Source dataset
uspto-grants-1978_12
Patent number
US04130563

Reaction notes

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