Acetone → HCID 73852669, compound

HRID 719604Notes

Reaction equation

HRID 719604 reaction equation
[OH-].[Na+].C[O:4][N:5]=[CH:6][C:7]([CH3:11])=[CH:8][CH:9]=O.[Cl-].[NH4+].[CH3:14][C:15]([CH3:17])=[O:16]>>[CH3:11][C:7](=[CH:8][CH:9]=[CH:14][C:15](=[O:16])[CH3:17])[CH:6]=[N:5][OH:4]

Participants

5

Reactant 4

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 85831277HCID 85831277, compound

Product 1

HCID 73852669HCID 73852669, compound

Procedure

An aqueous solution of sodium hydroxide (10%, 21.1 mL) was added slowly to a solution of 2-methyl-but-2-enedial-1-O-methyl-oxime (5 g) in acetone (100 mL) at 0° C. After 2 hrs the mixture was neutralized with a saturated solution of ammonium chloride, extracted with ethyl acetate (3×80 mL), washed with water (100 mL), dried with anhydrous magnesium sulfate and the solvent was evaporated yielding a yellow-orange solid (of formula V, R3 is methyl; 5.1 g).

Workup

  1. extractionextracted with ethyl acetate (3×80 mL)
  2. washwashed with water (100 mL)
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customyielding a yellow-orange solid (of formula V

Sources & evidence

ORD record
ord-c6f26faab4e7426b9f69339d4ed105f5
Source dataset
uspto-grants-2006_11
Patent number
US07132458B2

Reaction notes

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