Sodium Methoxide → HCID 19025023, compound

HRID 1033933Notes

Reaction equation

HRID 1033933 reaction equation
O=[C:2]([CH3:22])[CH2:3][N:4]([C:13](=[O:21])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:5]([CH3:12])([CH3:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7].C[O-].[Na+]>C(O)C>[CH3:22][C:2]1[CH2:3][N:4]([C:5]([CH3:12])([CH3:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:13](=[O:21])[C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 57104973HCID 57104973, compound

Product 1

HCID 19025023HCID 19025023, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

325.5 g (1.07 mol) of ethyl 2-[N-(2-oxopropyl)phenylacetylamino]isobutyrate was dissolved in 1.5 l of ethanol, and 77 g (1.28 mol) of 90% sodium methylate powder was added thereto. The mixture was refluxed under heating for 30 minutes. Ethanol was distilled off, and the residue was poured into ice water. Precipitated crystals were collected by filtration. The crystals were thoroughly washed with hexane and dried to obtain 73 g (yield: 24%) of the desired product having a melting point of from 64 to 66° C.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 30 minutes
  3. distillationEthanol was distilled off
  4. additionthe residue was poured into ice water
  5. customPrecipitated crystals
  6. filtrationwere collected by filtration
  7. washThe crystals were thoroughly washed with hexane
  8. customdried

Sources & evidence

ORD record
ord-bf4dfb593a5c41d291d6356fb4a28ea1
Source dataset
uspto-grants-1994_05
Patent number
US05312929

Reaction notes

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