Hydrochloric Acid → 2,2-Bis(4-morpholinophenyl)propionic acid

HRID 1199109Notes

Reaction equation

HRID 1199109 reaction equation
Cl.[C:2]1([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:14]([OH:19])(=[O:18])[C:15]([CH3:17])=O.[OH-:20].[Na+]>O>[O:11]1[CH2:12][CH2:13][N:8]([C:2]2[CH:7]=[CH:6][C:5]([C:15]([C:5]3[CH:6]=[CH:7][C:2]([N:8]4[CH2:13][CH2:12][O:20][CH2:10][CH2:9]4)=[CH:3][CH:4]=3)([CH3:17])[C:14]([OH:19])=[O:18])=[CH:4][CH:3]=2)[CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1060Pyruvic AcidHCID 14798Sodium HydroxideHCID 623394-Phenylmorpholine

Product 1

HCID 142278772,2-Bis(4-morpholinophenyl)propionic acidYield 66%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 12 ml of 6N--HCl solution was dissolved 4.65 g of N-phenylmorpholine. To the solution was added 1.5 g of pyruvic acid and the mixture was heated with reflux for 20 hours. The reaction mixture was, after cooled, diluted with 100 ml of water and adjusted to pH 6 with addition of 20% aqueous solution of sodium hydroxide. The precipitated crystal was collected by filtration which was 3.75 g (yield 66%) of 2,2-bis(4-morpholinophenyl)propionic acid, having a melting point of 217°~223° C.

Workup

  1. temperaturethe mixture was heated
  2. temperaturewith reflux for 20 hours
  3. temperatureafter cooled
  4. filtrationThe precipitated crystal was collected by filtration which

Sources & evidence

ORD record
ord-3cd94a8e67954759811c9b6c4cef8784
Source dataset
uspto-grants-1990_02
Patent number
US04898941

Reaction notes

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