تفاعل #61662

معادلة التفاعل

hydrochloric acid

lithium chloride

methyl 4-methyl-4-nitro-pentanoate

lithium borohydride

→

4-methyl-4-nitro-pentan-1-ol

المذيبات

water

THF ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheated overnight to ambient temperature
2. 2
   workup.STIRRINGThe reaction mixture is stirred for 6 hours at 60° C. and overnight at ambient temperature
3. 3
   workup.DISTILLATIONThe solvent is distilled off
4. 4
   استخلاصThe mixture is extracted with dichloromethane
5. 5
   غسيلthe combined organic phases are washed with water and ammonium chloride solution
6. 6
   تجفيفdried with sodium sulphate
7. 7
   أخرىAfter elimination of the solvent the product is obtained as a yellow oil

الإجراء التجريبي

50 g (0.285 mol) methyl 4-methyl-4-nitro-pentanoate are dissolved in a 6:4 mixture of THF/ethanol (1000 mL). The solution is cooled to −10° C. and combined with 24.2 g (0.571 mol) lithium chloride. Then 21.6 g (0.571 mol) lithium borohydride are added batchwise. The mixture is stirred for 30 minutes at −10° C. and then heated overnight to ambient temperature. The reaction mixture is stirred for 6 hours at 60° C. and overnight at ambient temperature. It is combined with water and adjusted to pH 6 with dilute hydrochloric acid. The solvent is distilled off and the residue is combined with water. The mixture is extracted with dichloromethane, the combined organic phases are washed with water and ammonium chloride solution and dried with sodium sulphate. After elimination of the solvent the product is obtained as a yellow oil.

المصدر