Hydrochloric Acid → L-Phenylalanine

HRID 1702534Notes

Reaction equation

HRID 1702534 reaction equation
Cl.Cl.[NH2:3][C@H:4]([C:12]([OH:14])=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[Na+]>O.C(O)(=O)C>[NH2:3][C@H:4]([C:12]([OH:14])=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Conditions

Temperature
105 °C

Procedure

To a still there were charged the mother liquor and acetic acid wash of Example I and the mixture was concentrated to 45% solids at 55° C. The contents of the still were then transferred to a hydrolyzer and combined with the mother liquor of Example II and there were added 0.50 mole HCl and 1.60 moles water. The mixture was then heated to 105° C. with stirring while low boilers were removed. The solution was held at 105° C. for 13 hours to effect hydrolysis. The mixture was transferred to a crystallizer where the temperature was adjusted to 80° C. and 3.27 moles of HCl were added. The mixture was then cooled to 50° C. over 3 hours and then adjusted to 5° C. L-phenylalanine hydrochloride was then centrifuged from the mixture. To the L-phenylalanine hydrochloride dissolved in 157.6 g. of deionized water was added 0.66 mole sodium hydroxide in order to adjust the pH of the solution to the isoelectric point (pH 5.0). At the isoelectric point there was afforded a 61% yield of available L-phenylalanine.

Workup

  1. washwash of Example I
  2. concentrationthe mixture was concentrated to 45% solids at 55° C
  3. customwere removed
  4. customhydrolysis
  5. customwas adjusted to 80° C.
  6. temperatureThe mixture was then cooled to 50° C. over 3 hours
  7. customadjusted to 5° C

Sources & evidence

ORD record
ord-699c593adabf47beb537d22a77354c88
Source dataset
uspto-grants-1982_09
Patent number
US04348317

Reaction notes

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