Hydrochloric Acid → HCID 70003226, compound

HRID 986869Notes

Reaction equation

HRID 986869 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:17]([OH:19])=[O:18])[NH2:16])=[CH:6][CH:5]=1)([O-])=O.O.[ClH:21]>C(O)C.[Pd]>[ClH:21].[ClH:21].[ClH:21].[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:17]([OH:19])=[O:18])[NH2:16])=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 15868540HCID 15868540, compound

Product 1

HCID 70003226HCID 70003226, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2 g (7.48 mmol) of Nε-(4-nitrophenyl)-L-lysine are dissolved in 30 ml of ethanol, 9 ml of water and 5.2 ml (3.5 eq) of 5N hydrochloric acid in a 250 ml glass reactor (Paar apparatus). 2 g of palladium-on-charcoal with a moisture content of 50% and an active content of 10% are then introduced. The mixture is hydrogenated under a pressure of approximately 2.76×105 Pa for 1 hour and at a temperature of 10° C. After filtering through celite, the filtrate is evaporated. The purplish oily residue is taken up in ethanol and precipitated from a large volume of acetone with stirring. After filtration, 2.6 g of a white crystalline powder are obtained, i.e. a final yield of 99%.

Workup

  1. filtrationAfter filtering through celite
  2. customthe filtrate is evaporated
  3. customprecipitated from a large volume of acetone
  4. filtrationAfter filtration, 2.6 g of a white crystalline powder
  5. customare obtained

Sources & evidence

ORD record
ord-5f25f96bc1144e6ea4f866bd1f645920
Source dataset
uspto-grants-2003_10
Patent number
US06630004B1

Reaction notes

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