Acetic Acid → N-Acetyl-L-alanine

HRID 1368279Notes

Reaction equation

HRID 1368279 reaction equation
[NH2:1][CH:2]([C:4]([OH:6])=[O:5])[CH3:3].[C:7](O)(=[O:9])[CH3:8].C(OC(=O)C)(=O)C>C(OCC)(=O)C>[C:7]([NH:1][C@H:2]([C:4]([OH:6])=[O:5])[CH3:3])(=[O:9])[CH3:8]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 602DL-alanineHCID 7918Acetic Anhydride

Product 1

HCID 88064N-Acetyl-L-alanine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

134 g (1.50 mol) of DL-alanine are introduced into acetic acid and treated dropwise with 230 g (2.25 mol) of acetic anhydride. The mixture is additionally stirred at 100° C. for 2 h to complete the reaction and the solvent is then stripped off in vacuo. The solid obtained is suspended in ethyl acetate and filtered off with suction. For purification, the solid is washed several times with diethyl ether.

Workup

  1. customthe reaction
  2. customThe solid obtained
  3. filtrationfiltered off with suction
  4. customFor purification
  5. washthe solid is washed several times with diethyl ether

Sources & evidence

ORD record
ord-9a9234ea6c5b447986e1ff8d9e9064b5
Source dataset
uspto-grants-2003_06
Patent number
US06573263B2

Reaction notes

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