Ethanol → HCID 23435654, compound

HRID 2120868Notes

Reaction equation

HRID 2120868 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-dff37c630e7845d9b419f8b60a4f0014
Source dataset
uspto-grants-2004_02
Patent number
US06693108B2

Reaction notes

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