2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) → HCID 67667824, compound

HRID 743332Notes

Reaction equation

HRID 743332 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:28]=[CH:27][CH:26]=[CH:25][C:14]=2[O:15][CH2:16][CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][N:19]2[CH3:24])[CH:6]=[CH:7][CH:8]=1.O.[C:30]([OH:42])(=[O:41])[CH2:31][C:32]([CH2:37][C:38]([OH:40])=[O:39])([C:34]([OH:36])=[O:35])[OH:33]>C(O)C>[C:30]([OH:42])(=[O:41])[CH2:31][C:32]([CH2:37][C:38]([OH:40])=[O:39])([C:34]([OH:36])=[O:35])[OH:33].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:28]=[CH:27][CH:26]=[CH:25][C:14]=2[O:15][CH2:16][CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][N:19]2[CH3:24])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 222302-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)HCID 10816947HCID 10816947, compound

Product 1

HCID 67667824HCID 67667824, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.05 g of 2-(2-{2-[4-(3-methoxyphenyl)butyl]phenoxy}ethyl)-1-methylpiperidine [prepared as described in step (a) above]and 0.58 g of citric acid monohydrate were dissolved in 10 ml of ethanol, and the resulting solution was concentrated by evaporation under reduced pressure. The resulting oil was dissolved in 20 ml of ethyl acetate, and the solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 1.20 g (yield 76%) of the title compound as a colorless solid, melting at 77°-79° C.

Workup

  1. concentrationthe resulting solution was concentrated by evaporation under reduced pressure
  2. dissolutionThe resulting oil was dissolved in 20 ml of ethyl acetate
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-1a5930a5bf0341369b16a85409073c11
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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