Sodium Methoxide → HCID 13133898, compound

HRID 66058Notes

Reaction equation

HRID 66058 reaction equation
C[O-].[Na+].C([N:7]1[CH2:15][C@@H:14]2[C@@H:10]([CH2:11][CH2:12][CH2:13]2)[O:9][C:8]1=[O:16])(=O)C>CO>[C@@H:10]12[CH2:11][CH2:12][CH2:13][C@@H:14]1[CH2:15][NH:7][C:8](=[O:16])[O:9]2

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 53688191cis-4-Acetyl-2-oxa-4-aza-bicyclo[4.3.0]nonan-3-one

Product 1

HCID 13133898HCID 13133898, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After adding 5 g of sodium methylate, a solution of 183 g (1 mol) of cis-4-acetyl-2-oxa-4-aza-bicyclo[4.3.0]nonan-3-one in anhydrous methanol is heated to the reflux temperature for 5 hours. After the solvent has been distilled off, the residue is recrystallised from diethyl ether. 116 g (82% of theory) of cis-2-oxa-4-aza-bicyclo[4.3.0]nonan-3-one (melting point: 56°-58° C.) are obtained. (See J. Org. Chem. 32, 540 (1967); melting point: 55°-56° C.).

Workup

  1. distillationAfter the solvent has been distilled off
  2. customthe residue is recrystallised from diethyl ether

Sources & evidence

ORD record
ord-970fbdeb5bf8431b8a0d1f777fb17d25
Source dataset
uspto-grants-1978_12
Patent number
US04130563

Reaction notes

Loading…