تفاعل #451217

معادلة التفاعل

lithium aluminum hydride

water

sodium hydroxide

water

5-oxo-1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3pyrrolidinecarboxamide

→

1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3-pyrrolidinemethanamine

المردود 0.1%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was refluxed two hours
2. 2
   درجة الحرارةThe reaction was cooled in an ice bath
3. 3
   ترشيحThe precipitated salts were filtered
4. 4
   غسيلwashed with hot ethanol
5. 5
   تركيزThe combined filtrates were concentrated under reduced pressure
6. 6
   ترشيحfiltered
7. 7
   تجفيفdried over magnesium sulfate
8. 8
   أخرىThe solvent was removed at reduced pressure

الإجراء التجريبي

A mixture of 8.50 g (28.3 mole) of 5-oxo-1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3pyrrolidinecarboxamide in 100 ml tetrahydrofuran was added dropwise to 3.22 g (84.9 mmole) of lithium aluminum hydride in 50 ml tetrahydrofuran. The reaction was refluxed two hours, then stirred at room temperature overnight. The reaction was cooled in an ice bath and 3.2 ml of water, 3.2 ml of 15% sodium hydroxide, and 9.6 ml of water were added. The precipitated salts were filtered and washed with hot ethanol. The combined filtrates were concentrated under reduced pressure. The residue was taken up in dichloromethane, filtered, and dried over magnesium sulfate. The solvent was removed at reduced pressure to give 7.15 g of 1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3-pyrrolidinemethanamine.

المصدر