Sodium Hydroxide → HCID 23359124, compound

HRID 232873Notes

Reaction equation

HRID 232873 reaction equation
[OH-].[Na+].C([O:6][C:7]1[CH:24]=[CH:23][C:10]2[O:11][CH2:12][C:13]3[CH:20]=[C:19]([C:21]#[N:22])[CH:18]=[CH:17][C:14]=3[C:15](=[O:16])[C:9]=2[CH:8]=1)(=O)C>CO>[C:21]([C:19]1[CH:18]=[CH:17][C:14]2[C:15](=[O:16])[C:9]3[CH:8]=[C:7]([OH:6])[CH:24]=[CH:23][C:10]=3[O:11][CH2:12][C:13]=2[CH:20]=1)#[N:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23359176HCID 23359176, compound

Product 1

HCID 23359124HCID 23359124, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6 ml of a 3N-sodium hydroxide aqueous solution was added to 2.8 g of 2-acetoxy-8-cyano-11-oxo-6,11-dihydrodibenz[b,e]oxepine obtained in Reference example 25 dissolved in 30 ml of methanol and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the solvent was removed under reduced pressure, water was added to the residue and the mixture was adjusted to about pH 2 with conc. hydrochloric acid. Crystals precipitated were collected by filtration and dissolved in ethyl acetate and the organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. The solvent was removed from the solution to obtain 2.35 g of the title compound.

Workup

  1. customobtained in Reference example 25
  2. customAfter completion of the reaction
  3. customthe solvent was removed under reduced pressure, water
  4. additionwas added to the residue
  5. customCrystals precipitated
  6. filtrationwere collected by filtration
  7. dissolutiondissolved in ethyl acetate
  8. washthe organic layer was washed with a saturated saline solution
  9. dry with materialdried over anhydrous sodium sulfate
  10. customThe solvent was removed from the solution

Sources & evidence

ORD record
ord-5efc2d738d904217891d3a4ccd556721
Source dataset
uspto-grants-1997_01
Patent number
US05591752

Reaction notes

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