Aminoisobutyric acid → HCID 59385217, compound

HRID 863790Notes

Reaction equation

HRID 863790 reaction equation
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].Cl(O)(=O)(=O)=O>C(OC(C)(C)C)(=O)C>[C:2]([NH:1][C:2]([CH3:7])([C:3]([OH:5])=[O:4])[CH3:6])([CH3:7])([CH3:6])[CH3:3]

Participants

4

Reactant 2

HCID 6119Aminoisobutyric acidHCID 24247Perchloric Acid

Product 1

HCID 59385217HCID 59385217, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 10908tert-Butyl acetateSolvent

Procedure

α-Aminoisobutyric acid (6.18 g), tert-butyl acetate (200 ml) and 70% aqueous perchloric acid (9.45 g) were stirred at laboratory temperature for 7 days. The mixture was then cooled in an ice-water bath and extracted with 0.5N hydrochloric acid (4×50 ml). The combined aqueous extracts were immediately neutralised with solid sodium bicarbonate. The aqueous solution was extracted with diethyl ether (3×100 ml), the ether extracts pooled, dried over anhydrous sodium sulphate and the ether evaporated in vacuo to give tert-butyl α-methylalanine (4.98 g).

Workup

  1. temperatureThe mixture was then cooled in an ice-water bath
  2. extractionextracted with 0.5N hydrochloric acid (4×50 ml)
  3. extractionThe aqueous solution was extracted with diethyl ether (3×100 ml)
  4. dry with materialdried over anhydrous sodium sulphate
  5. customthe ether evaporated in vacuo

Sources & evidence

ORD record
ord-38859cf5c4694a9fbaf9b66a3e6db9ab
Source dataset
uspto-grants-1996_10
Patent number
US05561133

Reaction notes

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