Sodium Hydroxide → HCID 19778140, compound

HRID 2082335Notes

Reaction equation

HRID 2082335 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]([CH:28]([CH3:30])[CH3:29])[C:12](=[O:27])[C:13]3[C:18]([C:19]=2/[CH:20]=[CH:21]/[C:22]([O:24]CC)=[O:23])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:6]([O:31][CH3:32])[CH:5]=1>C(O)C>[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]([CH:28]([CH3:29])[CH3:30])[C:12](=[O:27])[C:13]3[C:18]([C:19]=2/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:6]([O:31][CH3:32])[CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86746564HCID 86746564, compound

Product 1

HCID 19778140HCID 19778140, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1N Sodium hydroxide solution (13 ml) was added to a solution of the compound (3.00 g) obtained by Step 3 in ethanol (70 ml) at room temperature under stirring. The reaction mixture was stirred at room temperature for 18 hours, and the solvent was distilled off. Water was added to the residue which was washed with ethyl acetate. The aqueous layer was acidified with aqueous potassium hydrogen sulfate solution and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and distilled to remove the solvent to give the title compound (1.85 g) as colorless crystals. mp 265°-267° C. (from ethyl acetate-diethyl ether)

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 18 hours
  2. distillationthe solvent was distilled off
  3. additionWater was added to the residue which
  4. washwas washed with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationdistilled
  9. customto remove the solvent

Sources & evidence

ORD record
ord-030737bbdb3c4ba0b504176a7fd53f50
Source dataset
uspto-grants-1993_02
Patent number
US05189043

Reaction notes

Loading…