Fumaric Acid → HCID 13713339, compound

HRID 236403Notes

Reaction equation

HRID 236403 reaction equation
[CH3:1][CH:2]([CH:4]1[CH:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:7][C:6](=[O:15])[N:5]1[CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH3:3].[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29]>C(O)C>[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29].[CH3:3][CH:2]([CH:4]1[CH:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[O:7][C:6](=[O:15])[N:5]1[CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH3:1]

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 13713338HCID 13713338, compound

Product 1

HCID 13713339HCID 13713339, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

The compound (430 mg, 1.30 mmol) obtained in item (1) of this Example was dissolved in ethanol (4 ml), followed by addition of a hot ethanol solution (5 ml) of fumaric acid (151 mg, 1.30 mmol). The solution was evaporated under reduced pressure and the residue was dissolved in acetone and allowed to stand overnight. After ice-cooling of the mixture, precipitated crystals were collected by filtration. The crystals were washed three times with acetone to obtain 491 mg of the intended compound as white crystals (yield: 85%).

Workup

  1. customThe solution was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in acetone
  3. temperatureAfter ice-cooling of the mixture
  4. customprecipitated crystals
  5. filtrationwere collected by filtration
  6. washThe crystals were washed three times with acetone

Sources & evidence

ORD record
ord-8c9511d9b7e84fe4b3a22911fe1114d1
Source dataset
uspto-grants-1987_02
Patent number
US04644063

Reaction notes

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