Sodium Hydroxide → HCID 13188845, compound

HRID 434338Notes

Reaction equation

HRID 434338 reaction equation
C([O:3][C:4]([CH:6]([N:8]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=[O:16])[CH3:7])=[O:5])C.[OH-].[Na+]>C(O)C.O>[C:4]([CH:6]([N:8]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=[O:16])[CH3:7])([OH:5])=[O:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 20493322HCID 20493322, compound

Product 1

HCID 13188845HCID 13188845, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Dissolve 90 mg of this ester in 0.5 ml ethanol and add 1 ml 1.0 N NaOH. Stir the mixture at room temperature for 3 hours, then dilute with water and extract with ether. Add solid sodium dihydrogen phosphate to the aqueous phase until it is acidic, then extract with ethyl acetate. Dry the ethyl acetate over Na2SO4, filter and concentrate to obtain 1-(1-carboxyethyl)perhydroazocin-2-one, m.p. 166-167 (from acetone-ether).

Workup

  1. extractionextract with ether
  2. additionAdd solid sodium dihydrogen phosphate to the aqueous phase until it
  3. extractionextract with ethyl acetate
  4. dry with materialDry the ethyl acetate over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate

Sources & evidence

ORD record
ord-b4aa6604fb084be48f4e9717534118c2
Source dataset
uspto-grants-1983_08
Patent number
US04396616

Reaction notes

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