DL-valine → N-Acetylvaline

HRID 1952701Notes

Reaction equation

HRID 1952701 reaction equation
[NH2:1][CH:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].[C:9](OC(=O)C)(=[O:11])[CH3:10]>C(O)(=O)C>[C:9]([NH:1][CH:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4])(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 1182DL-valineHCID 7918Acetic Anhydride

Product 1

HCID 227752N-Acetylvaline

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

11.7 g (0.10 mol) D,L-Valine were dissolved in 100 ml of acetic acid and treated with 11.2 g (0.11 mol) acetic anhydride at 90° C. Concentration was carried out after 10 minutes at 15 mbar and 100° C. After HPCL analysis the crystalline residue was shown to contain 95.6% Acetyl-D,L-valine and 2.8% N-Acetyl-D,L-valyl-D,L-valine.

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-1e8822c7ecc04ae2856e2a03c063a10a
Source dataset
uspto-grants-2000_09
Patent number
US06114163

Reaction notes

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