Hydrochloric Acid → HCID 13628314, compound

HRID 986873Notes

Reaction equation

HRID 986873 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:6][CH:5]=1)([O-])=O.O.Cl>C(O)C.CC(C)=O.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:6][CH:5]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 12095Glycine, N-(4-nitrophenyl)-

Product 1

HCID 13628314HCID 13628314, compoundYield 114.3%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

1 g (5 mmol) of (4-nitrophenyl)glycine is dissolved in 20 ml of ethanol, 5 ml of water and 2.5 ml (2.5 eq) of 5N hydrochloric acid in a 250 ml glass reactor (Paar apparatus). 1 g of palladium-on-charcoal (50% moisture and 10% active) is then introduced. The mixture is hydrogenated under a pressure of approximately 2.76×105 Pa for 1 hour 30 minutes at a temperature of 20° C. After filtering through celite, the filtrate is evaporated to dryness. A white solid is obtained which is taken up in 50 ml of acetone, filtered and dried under vacuum at 40° C. 0.95 g of a white powder is obtained.

Workup

  1. filtrationAfter filtering through celite
  2. customthe filtrate is evaporated to dryness
  3. customA white solid is obtained which
  4. filtrationfiltered
  5. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-1ad1bbc28b9c497484ac875239a4cd45
Source dataset
uspto-grants-2003_10
Patent number
US06630004B1

Reaction notes

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