Fumaric Acid → HCID 67623585, compound

HRID 1458530Notes

Reaction equation

HRID 1458530 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]1[O:13][C:12](=[O:14])[N:11]([CH:15]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]2)[CH2:10]1.[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35]>C(O)C>[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35].[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]1[O:13][C:12](=[O:14])[N:11]([CH:15]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]2)[CH2:10]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 54239177HCID 54239177, compound

Product 1

HCID 67623585HCID 67623585, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(2-Bromophenyl)methyl-3-[3-(4-hydroxypiperidino)-1-phenylpropyl]-1,3-oxazolidin-2-one (237 mg, 0.5 mmol) prepared in the same manner as is described in Example 5 and fumaric acid (53 mg, 0.5 mmol) were dissolved in ethanol (3 ml) under heating. From the resulting solution, ethanol was removed by distillation under reduced pressure. Water was added to the residue and then the resulting solution was concentrated. After the concentration was repeated for three times, the residue was dried in vacuum. The dried residue was crushed to obtain 280 mg of the titled compound as a white powder.

Workup

  1. temperatureunder heating
  2. customFrom the resulting solution, ethanol was removed by distillation under reduced pressure
  3. additionWater was added to the residue
  4. concentrationthe resulting solution was concentrated
  5. concentrationAfter the concentration
  6. customthe residue was dried in vacuum
  7. customThe dried residue was crushed

Sources & evidence

ORD record
ord-5252e3168f6746d485a88c6c31bafc8c
Source dataset
uspto-grants-1998_12
Patent number
US05852006

Reaction notes

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