Chloroform → HCID 67050335, compound

HRID 2103842Notes

Reaction equation

HRID 2103842 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].[CH2:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18](=O)[CH:19]=[O:20])=[CH:14][CH:13]=1)[CH:9]([CH3:11])[CH3:10].C(Cl)(Cl)Cl.CCCCCC.C(OCC)(=O)C>C(O)(=O)C>[OH:20][C:19]1[C:4]([C:5](=[O:7])[CH3:6])=[N:3][N:2]([CH3:1])[C:18]=1[C:15]1[CH:16]=[CH:17][C:12]([CH2:8][CH:9]([CH3:11])[CH3:10])=[CH:13][CH:14]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 13674139HCID 13674139, compoundHCID 21226206Ethyl acetate hexaneHCID 727702682-Oxopropanal methylhydrazone

Product 1

HCID 67050335HCID 67050335, compoundYield 5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-Oxopropanal methylhydrazone (11.60 mmol, 1.16 g) and (4-isobutylphenyl)(oxo)acetaldehyde (11.60 mmol, 2.21 g) synthesized in Reference Synthetic Example 15 were dissolved in acetic acid (38 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), then by silica gel thin layer chromatography (chloroform) and by silica gel thin layer chromatography (n-hexane/ethyl acetate=3/1) to give the desired product as a brown solid (154 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-0c73701fef5543778e6b56e688c744ea
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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