Ethanol → HCID 23435654, compound

HRID 1375645Notes

Reaction equation

HRID 1375645 reaction equation
C(O)C.[C:4]([CH2:12][C:13]#[N:14])(=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.[C:22](=[N:25][OH:26])(Cl)[CH3:23]>[Cl-].[Na+].O.C(OCC)(=O)C>[CH3:23][C:22]1[C:12]([C:13]#[N:14])=[C:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[O:26][N:25]=1

Participants

7

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 64799BenzoylacetonitrileHCID 69633Ethanimidoyl chloride, N-hydroxy-

Product 1

HCID 23435654HCID 23435654, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To an ethyl alcohol solution of benzoylacetonitrile was added 1.5 eq of triethyl amine, followed by 1.5 eq of acetylchloride oxime, the reaction mixture was stirred at r.t. for 4 hours. To the reaction mixture was added ethyl acetate and brine. The organic phase was dried with magnesium sulfate and the solvent was removed under reduced pressure. After chromatographic purification the title compound was obtained in 72% yield.

Workup

  1. dry with materialThe organic phase was dried with magnesium sulfate
  2. customthe solvent was removed under reduced pressure
  3. customAfter chromatographic purification the title compound
  4. customwas obtained in 72% yield

Sources & evidence

ORD record
ord-74f0c6fb291b4d47ab6237746633ce8c
Source dataset
uspto-grants-2007_01
Patent number
US07169798B2

Reaction notes

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