Hydrochloric Acid → H-Leu-Gly-OEt.HCl

HRID 1580905Notes

Reaction equation

HRID 1580905 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[ClH:26]>C(O)C.[Pd]>[NH2:1][C@H:2]([C:7]([NH:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6].[ClH:26]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11810251Z-Leu-Gly-OEt

Product 1

HCID 13334684H-Leu-Gly-OEt.HCl

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

14 g of Z-Leu-Gly-OEt [manufactured according to J. R. Vaughan & R. L. Osato, J.Am.Chem.Soc. 73, 5553 (1951)] are dissolved in 150 ml of absolute ethanol, mixed with 11.5 ml of a 6.9 N hydrogen chloride solution in ethanol and hydrogenated in the presence of 2.8 g of palladium on charcoal (10 % Pd). After 1 hour the catalyst is filtered off and the filtrate evaporated in vacuo at 40°C bath temperature. The residue is an oil and is directly processed further. Rf1 = 0.50 (on silica gel).

Workup

  1. filtrationAfter 1 hour the catalyst is filtered off
  2. customthe filtrate evaporated in vacuo at 40°C bath temperature

Sources & evidence

ORD record
ord-05e5073e1ccf44c7b1d21372e03180c3
Source dataset
uspto-grants-1976_01
Patent number
US03934008

Reaction notes

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