1-[(2S)-1-HYDROXY-2-BUTANYL]-2-PYRROLIDINONE......LEVETIRACETAM INTERMEDIATE

• 1-[(2S)-1-HYDROXY-2-BUTANYL]-2-PYRROLIDINONE     
• CAS No.: 909566-58-1
• Formula: C8H15NO2
• Molecular Weight: 157.21000

1H NMR PREDICT




13 C NMR PREDICT

PATENT

ROUTE FROM D-(+)-2-amino butanol 

http://www.google.im/patents/WO2006095362A1?cl=en

WO 2006/095362 

WO 2006/095362 describes a process for the preparation of levetiracetam, which is summarized in scheme 3:

 Thus according to one aspect the present invention relates to a process for the preparation of (S)-(-)-α~ethyl-2-oxo-l-pyrrolidineacetamide of Formula (I), comprising the steps of :

i) condensation of (S)-2-amino butanol of Formula (IΙ)and 4-halobutryl chloride, where halo group can be chloro, bromo or iodo in solvents to form α-ethyl-2-oxo pyrrolidine ethanol of Formula (III)

................(H) ...........................................................................(III)

Preparation of (S)-α-ethyl-2-oxo pyrrolidine ethanol (III) 

184 g of anhydrous Na₂SO₄ is added to a suspension of 100 g (1.123 mole) of (S)-2- amino butanol in 800ml of Toluene at ambient temperature. The mixture is cooled to 0 to 5°C. Then, 188 g of powder potassium hydroxide is added to the mixture followed by the addition of 173.4 g of 4-chlorobutyryl chloride in 100 ml of Toluene drop wise at 0⁰C , with vigorous stirring . Ten hrs later, the reaction mixture is filtered over Hyflo-cel and the filtrate evaporated under reduced pressure . The crude product is purified by high vacuum distillation ( 137-14O⁰C at 2 mm pressure). Yield : 167.8 g ( 95%) [oc]²⁵= -27.46 (C=I, acetone)

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

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