Sodium Hydroxide → HCID 21831313, compound

HRID 363454Notes

Reaction equation

HRID 363454 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH2:14][F:15])([CH2:12][F:13])[C@@H:9](O)[C@H:8]([N:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]3=[O:23])[C:7]=2[CH:24]=1)#[N:2].[OH-].[Na+].O1CCOCC1>O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH2:14][F:15])([CH2:12][F:13])[CH:9]=[C:8]([N:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]3=[O:23])[C:7]=2[CH:24]=1)#[N:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 44329691HCID 44329691, compound

Product 1

HCID 21831313HCID 21831313, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.13 g of trans-6-cyano-2,2-bisfluoromethyl-3,4-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2H-1-benzopyran-3-ol, 0.13 g of sodium hydroxide on support and 2 ml of dioxane was refluxed for 45 minutes. Water was added thereto and the mixture was extracted with ethyl acetate. After the organic layer was washed with water and dried, the solvent was distilled off. The resultant residue was recrystallized from ethyl acetate to obtain 6-cyano-2,2-bisfluoromethyl-4-(1,2-dihydro-2-oxo-1-pyridyl)-2H-1-benzopyran represented by the following formula having melting point of 174°-175° C.

Workup

  1. temperaturewas refluxed for 45 minutes
  2. extractionthe mixture was extracted with ethyl acetate
  3. washAfter the organic layer was washed with water
  4. customdried
  5. distillationthe solvent was distilled off
  6. customThe resultant residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6c8402ffebc24c12951484fe79c7c5d7
Source dataset
uspto-grants-1999_02
Patent number
US05874446

Reaction notes

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