Chloroform → HCID 67050237, compound

HRID 2103848Notes

Reaction equation

HRID 2103848 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].O=[C:9]([C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH3:20])=[CH:14][CH:13]=1)[CH:10]=[O:11].C(Cl)(Cl)Cl.CCCCCC.C(OCC)(=O)C>C(O)(=O)C>[CH2:18]([C:15]1[CH:16]=[CH:17][C:12]([C:9]2[N:2]([CH3:1])[N:3]=[C:4]([C:5](=[O:7])[CH3:6])[C:10]=2[OH:11])=[CH:13][CH:14]=1)[CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 13512486HCID 13512486, compoundHCID 21226206Ethyl acetate hexaneHCID 727702682-Oxopropanal methylhydrazone

Product 1

HCID 67050237HCID 67050237, compoundYield 6.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-Oxopropanal methylhydrazone (19.36 mmol, 1.94 g) and oxo(4-n-propylphenyl)acetaldehyde (19.0 mmol, 3.35 g) synthesized in Reference Synthetic Example 13 were dissolved in acetic acid (42 mL) and stirred at 100° C. for 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 (304 mg, yield 6%).

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-ba7699ee0437472480f847b627b604d1
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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