Sodium Hydroxide → HCID 53841578, compound

HRID 1758036Notes

Reaction equation

HRID 1758036 reaction equation
[OH-].[Na+].[O:3]1[C:8]([C:9](=[N:15][O:16][CH3:17])[C:10]([O:12]CC)=[O:11])=[CH:7][S:6][CH2:5][CH2:4]1>CO>[O:3]1[C:8]([C:9](=[N:15][O:16][CH3:17])[C:10]([OH:12])=[O:11])=[CH:7][S:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54242913HCID 54242913, compound

Product 1

HCID 53841578HCID 53841578, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 N Aqueous solution (24 ml.) of sodium hydroxide was added to a solution of ethyl 2-(2,3-dihydro-1,4-oxathiin-6-yl)-2-methoxyiminoacetate (syn isomer, 4.6 g.) in methanol (50 ml.), and stirred at room temperature for 16 hours. After the resultant solution was concentrated in vacuo, the residue was dissolved in water. The solution was washed with ethyl acetate and adjusted to pH 1.0 with 10% hydrochloric acid. The solution was extracted with ethyl acetate, and the extract was washed with water and dried over magnesium sulfate. The solution was concentrated under reduced pressure at 40° C., and the residue was washed with diisopropyl ether and then dried to give 2-(2,3-dihydro-1,4-oxathiin-6-yl)-2-methoxyiminoacetic acid (syn isomer, 3.8 g.), white crystals, mp. 129° to 131° C. (dec.).

Workup

  1. concentrationAfter the resultant solution was concentrated in vacuo
  2. dissolutionthe residue was dissolved in water
  3. washThe solution was washed with ethyl acetate
  4. extractionThe solution was extracted with ethyl acetate
  5. washthe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationThe solution was concentrated under reduced pressure at 40° C.
  8. washthe residue was washed with diisopropyl ether
  9. customdried

Sources & evidence

ORD record
ord-dbdee9a6c0064087a598b5daf169ebfe
Source dataset
uspto-grants-1983_02
Patent number
US04371531

Reaction notes

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