Sodium Hydroxide → HCID 15077916, compound

HRID 1049063Notes

Reaction equation

HRID 1049063 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[C:10]([C:19]([O-:21])=[O:20])=[CH:9]2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[C:10]([C:19]([OH:21])=[O:20])=[CH:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131735997HCID 131735997, compound

Product 1

HCID 15077916HCID 15077916, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of intermediate j (5 g, 0.013 mol) dissolved in ethylalcohol (50 ml, 10 v/w) was added 1N NaOH aq (100 ml). The mixture was stirred at room temperature for 3 h. After completion of the reaction, the solvent was evaporated in vacuo, and the residue was poured into water (50 ml) and extracted with CH2Cl2 (150 mL*4). Then the aqueous layer was separated and acidified to pH 6 with 6N aqueous hydrochloric acid, then stirred at room temperature for 0.5 h, and the precipitate was filtered to give white solid 2.8 g. Yield: 60%.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated in vacuo
  3. additionthe residue was poured into water (50 ml)
  4. extractionextracted with CH2Cl2 (150 mL*4)
  5. customThen the aqueous layer was separated
  6. stirringstirred at room temperature for 0.5 h
  7. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-e258addd826c4f96ada812b054f1c8ee
Source dataset
uspto-grants-2016_07
Patent number
US09382232B2

Reaction notes

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