Benzene → HCID 533795, compound

HRID 585554Notes

Reaction equation

HRID 585554 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=O)[CH3:8])[CH:2]=1.[C:10]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:11].C1C=CC=CC=1.C([O-])(=O)C.[NH4+]>C(O)(=O)C>[CH2:16]([O:15][C:13](=[O:14])[C:12]([C:10]#[N:11])=[C:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH3:8])[CH3:17]

Participants

6

Reactant 4

HCID 241BenzeneHCID 7764Ethyl cyanoacetateHCID 95893-AcetylpyridineHCID 517165Ammonium Acetate

Product 1

HCID 533795HCID 533795, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-Pyridin-3-yl-ethanone, ethyl cyanoacetate, benzene, ammonium acetate, and acetic acid were refluxed for 16 hrs in a 250 mL round bottomed flask fitted with a Dean-Stark trap. The solutions were washed with water and brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel chromatography to yield the product as an oil. MS (ESI+) for C12H12N2O2 m/z 217.2 (M+H)+.

Workup

  1. customfitted with a Dean-Stark trap
  2. washThe solutions were washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-f09f75bf2ec4480db09007d7e1b261d1
Source dataset
uspto-grants-2005_08
Patent number
US06933304B2

Reaction notes

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