Hydrochloric Acid → HCID 19008591, compound

HRID 1742189Notes

Reaction equation

HRID 1742189 reaction equation
[Cl:1][C:2]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:22]=[CH:21][C:8]2[N:9]([CH3:20])[C:10](=[O:19])[C:11]([CH3:18])([C:13]([O:15]CC)=[O:14])[O:12][C:7]=2[CH:6]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:26]=[C:25]([C:27]([F:28])([F:29])[F:30])[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:22]=[CH:21][C:8]2[N:9]([CH3:20])[C:10](=[O:19])[C:11]([CH3:18])([C:13]([OH:15])=[O:14])[O:12][C:7]=2[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19008589HCID 19008589, compound2×

Product 1

HCID 19008591HCID 19008591, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 7-(2-chloro-4-trifluoromethylphenoxy)-2,4-dimethyl-4-methyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-2-carboxylate (Compound 7) (1.1 g) was dissolved in methanol (10 ml), 1N sodium hydroxide (3 ml) was added thereto, and the mixture was stirred at room temperature for 2 hours. Then 1N hydrochloric acid (5 ml) was added, the solvent was evaporated under a reduced pressure, and the residue was extracted twice with ethyl acetate (20 ml). The extract was washed with water and then with saturated aqueous sodium chloride, and dried over magnesium sulfate, followed by an evaporation of the solvent under a reduced pressure to give 0.9 g of the title compound (colorless oil).

Workup

  1. customthe solvent was evaporated under a reduced pressure
  2. extractionthe residue was extracted twice with ethyl acetate (20 ml)
  3. washThe extract was washed with water
  4. dry with materialwith saturated aqueous sodium chloride, and dried over magnesium sulfate
  5. customfollowed by an evaporation of the solvent under a reduced pressure

Sources & evidence

ORD record
ord-5ba72ad383d849fe96f4d42f0f8cf208
Source dataset
uspto-grants-1994_08
Patent number
US05338719

Reaction notes

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