DR ANTHONY MELVIN CRASTO,WorldDrugTracker, helping millions, A 90 % paralysed man in action for you, I am suffering from transverse mylitis and bound to a wheel chair, With death on the horizon, nothing will not stop me except God................DR ANTHONY MELVIN CRASTO Ph.D ( ICT, Mumbai) , INDIA 25Yrs Exp. in the feld of Organic Chemistry,Working for GLENMARK GENERICS at Navi Mumbai, INDIA. Serving chemists around the world. Helping them with websites on Chemistry.Million hits on google, world acclamation from industry, academia, drug authorities for websites, blogs and educational contribution

Monday 6 July 2015

1-Cyanocyclopropanecarboxylic acid ethyl ester ..Simple learning




1-Cyanocyclopropanecarboxylic acid ethyl ester

To a stirred solution of ethyl cyanoacetate (3 g, 26.53 mmol) in ethanol (30 mL), was added sodium ethoxide (4.51 g, 66.33 mmol) portionwise at 20 °C over 0.5 h followed by 1,2- dibromoethane (7.47 g, 39.8 mmol). The reaction mixture then was heated and stirred at reflux for 3.5 h. After concentration under vacuum, the residue was diluted with ethyl acetate (30 mL) and neutralized with aq. HCl (10 mL). The organic layer was separated and the aqueous layer extracted with ethyl acetate (2 × 15 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated at 40 °C under vacuum. The product was purified by column chromatography using hexane - EtOAc as eluent to yield the title  compound as a colorless liquid (2.58 g, yield 70%);

REACTANTS
ETHYL CYANOACETATE

1,2 DIBROMOETHANE


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1-Cyanocyclopropanecarboxylic acid ethyl ester


1H NMR (CDCl3, 300 MHz):
δ 1.34 (t, J = 7.1 Hz, 3H, CH3CH2O-),  METHYL OF ETHYL ESTER
1.62 (t, J = 3.8 Hz, 2H, CH2 c-propyl), CYCLOPROPYL
1.67 (t, J = 3.8 Hz, 2H, CH2 c-propyl), CYCLOPROPYL
4.25 (q, J = 7.1 Hz, 2H, CH3CH2O-);  CH2 OF ETHYLESTER


MS (CI): 162 (M+Na, 100%);


IR (neat, cm−1 ): 2986,
2249, NITRILE,
1736, ESTER, 
1371, 1311, 1162, 1024, 971, 858, 747;


Elemental Analysis found: C, 60.30; H, 6.39; N, 10.24 C7H9NO2 Requires C, 60.42; H, 6.52; N, 10.07.

13 C NMR PREDICTIONS




COSY


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    en.wikipedia.org/wiki/Funk_Island

    Funk Island is a small, barren, isolated, uninhabited island approximately 60 kilometres (37 mi) northeast of Wesleyville, Newfoundland, Canada. Funk Island is ...

Funk Island is located in Newfoundland

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