Citric Acid → HCID 70084043, compound

HRID 2309424Notes

Reaction equation

HRID 2309424 reaction equation
[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:15][N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH3:21])[C:10](=[O:22])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[C:23]([OH:35])(=[O:34])[CH2:24][C:25]([CH2:30][C:31]([OH:33])=[O:32])([C:27]([OH:29])=[O:28])[OH:26]>C(O)C>[C:23]([OH:35])(=[O:34])[CH2:24][C:25]([CH2:30][C:31]([OH:33])=[O:32])([C:27]([OH:29])=[O:28])[OH:26].[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:15][N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH3:21])[C:10](=[O:22])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

4

Reactant 2

HCID 311Citric AcidHCID 4595Ondansetron

Product 1

HCID 70084043HCID 70084043, compoundYield 40.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1,2,3,9-Tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1yl)methyl]-4H-carbazol-4-one (0.89 g) was dissolved in ahot solution of citric acid (0.58 g) in ethanol (20 ml) and allowed to crystallize. The resulting crystalline solid was recrystallized by dissolving in acetone/water (2:1, 2 ml) and diluting with acetone (20 ml) to give the title compound (0.6 g) m.p. 162°.

Workup

  1. customto crystallize
  2. customThe resulting crystalline solid was recrystallized
  3. dissolutionby dissolving in acetone/water (2:1, 2 ml)
  4. additiondiluting with acetone (20 ml)

Sources & evidence

ORD record
ord-8327ce75ff7149e38cd4914fb1d79887
Source dataset
uspto-grants-1987_09
Patent number
US04695578

Reaction notes

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