Sodium Hydroxide → HCID 21831313, compound

HRID 977611Notes

Reaction equation

HRID 977611 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 a 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-f412dfa8a0a24c49bfb9928631a88459
Source dataset
uspto-grants-1997_03
Patent number
US05614633

Reaction notes

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