Acetic Acid → HCID 73768305, compound

HRID 1939145Notes

Reaction equation

HRID 1939145 reaction equation
[OH:1][N:2]=[CH:3][C:4]1[O:9][CH2:8][N:7]([C:10]([CH3:20])([C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)[CH3:11])[C:6](=[O:21])[C:5]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[C:28](O)(=[O:30])[CH3:29]>O>[C:28]([O:1][N:2]=[CH:3][C:4]1[O:9][CH2:8][N:7]([C:10]([CH3:11])([C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)[CH3:20])[C:6](=[O:21])[C:5]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:30])[CH3:29]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 86751703HCID 86751703, compound

Product 1

HCID 73768305HCID 73768305, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6-hydroxyiminomethyl-3-[1-methyl-1-(3,5-dichlorophenyl)ethyl]-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-one (Compound No. 135, 0.60 g) and anhydrous acetic acid (2 ml) was stirred at room temperature for 4 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The organic layer was rinsed with saturated saline solution, and dried with magnesium sulfate. The solvent was removed by evaporation, and the crude product was purified by silica gel chromatography to afford the captioned compound (0.54 g, yield 94%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was rinsed with saturated saline solution
  3. dry with materialdried with magnesium sulfate
  4. customThe solvent was removed by evaporation
  5. customthe crude product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-4ea3e4688ff243e399974bd73d7224c7
Source dataset
uspto-grants-1997_12
Patent number
US05696054

Reaction notes

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