Sodium Hydroxide → HCID 12961191, compound

HRID 355051Notes

Reaction equation

HRID 355051 reaction equation
C([O:3][C:4](=[O:21])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13][C:12]1=[O:20])C.[OH-].[Na+]>CO>[O:20]=[C:12]1[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:21])=[O:3])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12961162HCID 12961162, compound

Product 1

HCID 12961191HCID 12961191, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

18.4 g. of 7-(2-Oxobenzoxazolin-3-yl)-enanthic acid ethyl ester are dissolved in 60 cc. of methanol. 2.52 g. of sodium hydroxide are dissolved in methanol and added to the above solution. The mixture is stirred at room temperature for 24 hours, the solvent is distilled off and the residue is dissolved in water. The aqueous solution is shaken several times with chloroform, the chloroform solution is discarded. The aqueous phase is acidified with dilute hydrochloric acid and extracted with chloroform. The chloroform solution is washed with water and dried over Na2SO4. The solvent is distilled off and the residue is purified chromatographically on silicic acid gel using hexane/ethylacetate as eluant.

Workup

  1. additionadded to the above solution
  2. distillationthe solvent is distilled off
  3. dissolutionthe residue is dissolved in water
  4. stirringThe aqueous solution is shaken several times with chloroform
  5. extractionextracted with chloroform
  6. washThe chloroform solution is washed with water
  7. dry with materialdried over Na2SO4
  8. distillationThe solvent is distilled off
  9. customthe residue is purified chromatographically on silicic acid gel

Sources & evidence

ORD record
ord-2ce6633ba04f417382040ff9003b5d7e
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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