Hydrochloric Acid → HCID 131720889, compound

HRID 399714Notes

Reaction equation

HRID 399714 reaction equation
C([O:3][C:4]([C:6]1([CH3:18])[C:11](=[O:12])[N:10]([CH3:13])[C@@H:9]2[CH2:14][CH2:15][CH2:16][CH2:17][C@H:8]2[O:7]1)=[O:5])C.[OH-].[Na+].Cl>O1CCOCC1>[CH3:18][C:6]1([C:4]([OH:5])=[O:3])[C:11](=[O:12])[N:10]([CH3:13])[C@@H:9]2[CH2:14][CH2:15][CH2:16][CH2:17][C@H:8]2[O:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 131720888HCID 131720888, compound

Product 1

HCID 131720889HCID 131720889, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

trans-Ethyl-2,4-dimethyl-3-oxo-octahydro-2H-1,4-benzoxazine-2-carboxylate (180 mg, 0.71 mmoles) and 1N NaOH (1.1 ml, 1.1 mmoles) in dioxan (5 ml) were stirred for 20 hours. The solvent was evaporated, 1N HCl (11 ml, 11 mmoles) was added to the residue and the mixture was extracted with ethyl acetate (3×20 ml). The organic phase was dried over MgSO4 and the solvent was evaporated. Thus there were obtained 114 mg (71%) of the title product in the form of a viscous yellow oil.

Workup

  1. customThe solvent was evaporated
  2. extractionthe mixture was extracted with ethyl acetate (3×20 ml)
  3. dry with materialThe organic phase was dried over MgSO4
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-799ed11205584b909b42b35bb2b1dcae
Source dataset
uspto-grants-1998_10
Patent number
US05824652

Reaction notes

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