Sodium Hydroxide → HCID 19778135, compound

HRID 2082336Notes

Reaction equation

HRID 2082336 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]([CH:30]([CH3:32])[CH3:31])[C:12](=[O:29])[C:13]3[C:18]([C:19]=2/[CH:20]=[CH:21]/[CH:22]([OH:28])[CH2:23][C:24]([O:26]C)=[O:25])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:6]([O:33][CH3:34])[CH:5]=1>CO>[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]([CH:30]([CH3:31])[CH3:32])[C:12](=[O:29])[C:13]3[C:18]([C:19]=2/[CH:20]=[CH:21]/[CH:22]([OH:28])[CH2:23][C:24]([OH:26])=[O:25])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:6]([O:33][CH3:34])[CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86746565HCID 86746565, compound

Product 1

HCID 19778135HCID 19778135, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N-Sodium hydroxide (3 ml) was added to a solution of the compound (500 mg) obtained by Step 6 in methanol (25 ml) at room temperature under stirring. The mixture was stirred at room temperature for 1.5 hours and then the solvent was distilled off. The residue to which water was added 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 give the title compound (410 mg) as colorless crystals. mp 207°-209° C. (from methanol-diethyl ether).

Workup

  1. stirringThe mixture was stirred at room temperature for 1.5 hours
  2. distillationthe solvent was distilled off
  3. additionThe residue to which water was added
  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

Sources & evidence

ORD record
ord-4598918a74234519819c22a4515d3f83
Source dataset
uspto-grants-1993_02
Patent number
US05189043

Reaction notes

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