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ChemicalBook CAS DataBase List (+)-NICOTINE (+)-DI-P-TOLUOYLTARTRATE SALT
68935-27-3

(+)-NICOTINE (+)-DI-P-TOLUOYLTARTRATE SALT synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

in ethanol;Reflux;

Steps:

1

A mixture of di-p-toluoyl-d-tartaric acid (23.8 g, 0.0617 mol), 100 ml ethanol, and (R,S)-nicotine (10 g, 0.0617 mol) was stirred for 1 hr, refluxed for 15 min, cooled to room temperature and stirred for 1 hr. The salt was filtered and further recrystallized using ethanol to obtain S-nicotine di-p-toluoyl-d-tartrate (10.5g, 62.1% yield). The salt was further treated as in example I to get (S)-nicotine (3 g, 60 % yield) 87.9 % chiral purity by HPLC.

References:

EP2484673,2012,A2 Location in patent:Page/Page column 6

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