HCID 67266867, compound → HCID 58938640, compound

HRID 598117Notes

Reaction equation

HRID 598117 reaction equation
[CH2:1]([O:4][CH:5]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]2[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=2[CH3:32])[N:19]=1)[CH:6]=[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8]([O:10]CC)=O)[CH2:2][CH3:3]>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[C:29]1([CH3:30])[CH:28]=[C:27]([CH3:31])[CH:26]=[C:25]([CH3:32])[C:24]=1[C:20]1[N:19]2[C:18]([CH:23]=[CH:22][CH:21]=1)=[C:5]([O:4][CH2:1][CH2:2][CH3:3])[CH:6]=[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8]2=[O:10]

Participants

3

Reactant 1

HCID 67266867HCID 67266867, compound

Product 1

HCID 58938640HCID 58938640, compoundYield 7.1%

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Procedure

Diethyl 2[2-propoxy-2-(6-mesitylpyridin-2-yl)-ethylidene]-malonate (0.189 g, 0.43 mmol) was dissolved in 4 mL of Dowtherm A (phenyl ether: biphenyl 2:1 ratio). The solution was placed in a pre-heated oil bath set at 220° C. The reaction stirred at this temperature for 15 minutes. The solution was cooled and flash chromatographed (20-50% ethyl acetate/hexanes) to give 0.012 g (7% yield) of the title compound.

Workup

  1. customThe solution was placed in a pre-heated oil bath
  2. customset at 220° C
  3. temperatureThe solution was cooled
  4. customflash chromatographed (20-50% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-64fe6883210c4fb190659489f7b72f46
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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