Ethyl acetate hexane → HCID 67050216, compound

HRID 1881572Notes

Reaction equation

HRID 1881572 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].[CH3:8][C:9]1[CH:10]=[C:11]([C:16](=O)[CH:17]=[O:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1.CCCCCC.C(OCC)(=O)C>C(O)(=O)C>[CH3:8][C:9]1[CH:10]=[C:11]([C:16]2[N:2]([CH3:1])[N:3]=[C:4]([C:5](=[O:7])[CH3:6])[C:17]=2[OH:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1

Participants

5

Reactant 3

HCID 21226206Ethyl acetate hexaneHCID 71757295150251-25-5HCID 727702682-Oxopropanal methylhydrazone

Product 1

HCID 67050216HCID 67050216, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-Oxopropanal methylhydrazone (7.29 mmol, 730 mg) and (3,5-dimethylphenyl)(oxo)acetaldehyde (7.29 mmol, 1.18 g) synthesized in Reference Synthetic Example 10 were dissolved in acetic acid (25 mL) and stirred at 100° C. for 5 hours. Then, the solvent was evaporated, and the residue was dried by means of a vacuum pump and purified by silica gel column chromatography (n-hexane/ethyl acetate=3/1) and then by silica gel thin layer chromatography (n-hexane/ethyl acetate=3/1) to give the desired product as an orange liquid (93 mg, yield 5%).

Workup

  1. customThen, the solvent was evaporated
  2. customthe residue was dried by means of a vacuum pump
  3. custompurified by silica gel column chromatography (n-hexane/ethyl acetate=3/1)

Sources & evidence

ORD record
ord-7294e02293544948b75c8e8e16f51fc3
Source dataset
uspto-grants-2012_11
Patent number
US08318796B2

Reaction notes

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