Lysine Monohydrate → L-Lysine

HRID 353033Notes

Reaction equation

HRID 353033 reaction equation
O.[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].[PH2]([O-])=O.[Na+]>>[NH2:2][C@H:3]([C:9]([OH:11])=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8]

Participants

3

Conditions

Temperature
200 °C

Procedure

L-lysine monohydrate (821 g, 5.0 mol) and sodium hypophosphite (0.1 g) are placed in a pressurizable 2.5 l reaction vessel and blanketed with nitrogen. The reaction vessel is then sealed and the contents heated at 200° C. for 6 h, during which time the internal pressure rose to 11.2 bar. The pressure is then slowly released to remove water from the reaction mixture. The reaction temperature is maintained at 200° C. for 0.5 h to remove residual amounts of solvent and volatile products. The reaction mixture is then stirred at 200° C. for 25 minutes at 20 mbar of pressure, after which the viscous melt is cooled to 115° C., removed from the reaction vessel and subsequently cooled to ambient temperature. The resulting lysine homo-condensate has a Mw of 4300 daltons.

Workup

  1. customThe reaction vessel is then sealed
  2. customto remove water from the reaction mixture
  3. temperatureThe reaction temperature is maintained at 200° C. for 0.5 h
  4. customto remove residual amounts of solvent and volatile products
  5. temperatureafter which the viscous melt is cooled to 115° C.
  6. customremoved from the reaction vessel
  7. temperaturesubsequently cooled to ambient temperature

Sources & evidence

ORD record
ord-38869f472a644c3cb507d44bc1b4b94b
Source dataset
uspto-grants-2004_06
Patent number
US06750189B1

Reaction notes

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