Ethanol → HCID 66960729, compound

HRID 2247552Notes

Reaction equation

HRID 2247552 reaction equation
C(O)C.CO.C([N:9]1[CH2:13][CH2:12]/[C:11](=[CH:14]\[C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]3)=[C:17]([O:27][CH3:28])[CH:16]=2)/[C:10]1=[O:29])(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.O>[CH3:28][O:27][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][C:18]=1[N:21]1[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]1)/[CH:14]=[C:11]1/[C:10](=[O:29])[NH:9][CH2:13][CH2:12]/1

Participants

7

Reactant 4

HCID 702EthanolHCID 887MethanolHCID 11430Potassium CarbonateHCID 66961610HCID 66961610, compound

Product 1

HCID 66960729HCID 66960729, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixed solution of ethanol (100 mL) and methanol (100 mL) of (E)-1-acetyl-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]pyrrolidin-2-one (7.5 g) and potassium carbonate (1.6 g) was agitated at room temperature for 2 hours. After condensing reaction solution to ⅓, added to iced water and ethyl acetate and deposited solids were separated by filtration to obtain 4.7 g of the title compound. Furthermore, the filtrate was extracted with ethyl acetate and the organic layer was dried over anhydrous magnesium sulfate after washed with a saturated saline solution. This solution was concentrated and the deposited solids was obtained by filtration to yield 2.7 g of the title compound. The physical properties of the compound are as follows.

Workup

  1. customAfter condensing reaction solution to ⅓
  2. customwere separated by filtration

Sources & evidence

ORD record
ord-60557f720c754f57b148fe0c024395fd
Source dataset
uspto-grants-2010_03
Patent number
US07687640B2

Reaction notes

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