HCID 13512487, compound → HCID 67050095, compound

HRID 2103840Notes

Reaction equation

HRID 2103840 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].[CH:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17](=O)[CH:18]=[O:19])=[CH:13][CH:12]=1)([CH3:10])[CH3:9].CCCCCC.C(OCC)(=O)C>C(O)(=O)C>[CH:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:2]([CH3:1])[N:3]=[C:4]([C:5](=[O:7])[CH3:6])[C:18]=2[OH:19])=[CH:13][CH:12]=1)([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 13512487HCID 13512487, compoundHCID 21226206Ethyl acetate hexaneHCID 727702682-Oxopropanal methylhydrazone

Product 1

HCID 67050095HCID 67050095, compoundYield 4.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-Oxopropanal methylhydrazone (10.44 mmol, 1.05 g) and (4-isopropylphenyl)(oxo)acetaldehyde (10.44 mmol, 1.84 g) synthesized in Reference Synthetic Example 12 were dissolved in acetic acid (37 mL) and stirred at 100° C. for 4.5 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 solid (113 mg, yield 4%).

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-c8fb2e7706d5464ebd6fcdd3d7f5f24c
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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