Potassium Hydroxide → HCID 20500789, compound

HRID 851648Notes

Reaction equation

HRID 851648 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH-].[K+]>CO>[C:20]1([N:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:26])=[O:2])[C:12](=[O:19])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13025807HCID 13025807, compound

Product 1

HCID 20500789HCID 20500789, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

21.7 g (0.06 mol) of 8-(N-phenyl-benzamido)-caprylic acid methylester are dissolved in 80 cc. of methanol. 3.9 g (0.07 mol) of potassium hydroxide are added thereto. The mixture is stirred at 25° C. for 48 hours, the solvent is distilled off and the residue is dissolved in water. The aqueous phase is several times shaken with ether, the ethereal layers are discarded. The aqueous phase is acidified with dilute hydrochloric acid and is extracted with ether. The ethereal layer is washed with water and dried over MgSO4. The solvent is distilled off and the residue is purified chromatographically on silicic acid using a mixture of chloroform and methanol as eluant.

Workup

  1. distillationthe solvent is distilled off
  2. dissolutionthe residue is dissolved in water
  3. stirringshaken with ether
  4. extractionis extracted with ether
  5. washThe ethereal layer is washed with water
  6. dry with materialdried over MgSO4
  7. distillationThe solvent is distilled off
  8. customthe residue is purified chromatographically on silicic acid using
  9. additiona mixture of chloroform and methanol as eluant

Sources & evidence

ORD record
ord-b842fe5726fd4d7ea7cac9304f8a2866
Source dataset
uspto-grants-1983_05
Patent number
US04386031

Reaction notes

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