Sodium Hydroxide → HCID 15896175, compound

HRID 2296874Notes

Reaction equation

HRID 2296874 reaction equation
C([O:4][CH2:5][C:6]1[CH:7]=[C:8]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:9]2[C:10](=[O:32])[N:11]([CH2:17][C:18]3[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:19]=3)[CH2:12][CH2:13][O:14][C:15]=2[N:16]=1)(=O)C.[OH-].[Na+]>C(O)C>[F:31][C:28]([F:29])([F:30])[C:20]1[CH:19]=[C:18]([CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=1)[CH2:17][N:11]1[C:10](=[O:32])[C:9]2[C:8]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)=[CH:7][C:6]([CH2:5][OH:4])=[N:16][C:15]=2[O:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15896174HCID 15896174, compound

Product 1

HCID 15896175HCID 15896175, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8-acetoxymethyl-4-(3,5-bis(trifluoromethyl)benzyl]-2,3,4,5-tetrahydro-5-oxo-6-phenylpyrido[3,2-f][1,4]oxazepine (Example 37) (4,51 g), ethanol (50 ml), and 4N-NaOH (50 ml) was stirred for 1.5 hours at room temperature. After evaporation of the solvent, water was added to the residue. The pH of the mixture was adjusted to ca.8 using dilute hydrochloric acid, and extracted with ethyl acetate. The extract was washed with water, dried and evaporated to give the entitled compound as colorless crystals (4.10 g).

Workup

  1. customAfter evaporation of the solvent, water
  2. additionwas added to the residue
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-11d2586b6c5240999e9ea9ed6c2da2b0
Source dataset
uspto-grants-2002_12
Patent number
US06489315B1

Reaction notes

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