Chloroform → HCID 67050098, compound

HRID 2103846Notes

Reaction equation

HRID 2103846 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].[CH2:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16](=O)[CH:17]=[O:18])=[CH:12][CH:11]=1)[CH3:9].C(Cl)(Cl)Cl.CCCCCC.C(OCC)(=O)C>C(O)(=O)C>[CH2:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:2]([CH3:1])[N:3]=[C:4]([C:5](=[O:7])[CH3:6])[C:17]=2[OH:18])=[CH:12][CH:11]=1)[CH3:9]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 12438220HCID 12438220, compoundHCID 21226206Ethyl acetate hexaneHCID 727702682-Oxopropanal methylhydrazone

Product 1

HCID 67050098HCID 67050098, compoundYield 8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-Oxopropanal methylhydrazone (13.7 mmol, 1.37 g) and (4-ethylphenyl)(oxo)acetaldehyde (13.5 mmol, 2.19 g) synthesized in Reference Synthetic Example 11 were dissolved in acetic acid (30 mL) and stirred at 100° C. for 0.6 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), then by silica gel thin layer chromatography (chloroform) and by silica gel thin layer chromatography (n-hexane/ethyl acetate=7/2) to give the desired product as a brown solid (255 mg, yield 8%).

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-7668ad930fba4bf7935549e0db794ec7
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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