تفاعل #62752

معادلة التفاعل

sodium hydroxide

Lithium aluminum hydride

sulphuric acid

1-[cyano(p-chlorophenyl)methyl]cyclohexanol

→

1-[2-amino-1-(4-chlorophenyl)ethyl]cyclohexanol

المذيبات

tetrahydrofuran water

tetrahydrofuran

—

ice

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONadded rapidly dropwise
2. 2
   workup.STIRRINGwith vigorous stirring
3. 3
   درجة الحرارةcooling
4. 4
   workup.WAITAfter a further two hours
5. 5
   أخرىThe tetrahydrofuran was decanted
6. 6
   غسيلthe residue washed well with diethyl ether and ethylacetate
7. 7
   تجفيفThe combined organic solution was dried over anhydrous potassium carbonate
8. 8
   أخرىevaporated to an oil (12 g)

الإجراء التجريبي

Lithium aluminum hydride (3.5 g) was suspended in ice cold tetrahydrofuran (125 ml) and concentrated sulphuric acid (2.5 ml) added cautiously, with stirring. After one hour, 1-[cyano(p-chlorophenyl)methyl]cyclohexanol (15 g, 0.06 mole) was dissolved in tetrahydrofuran (100 ml) and added rapidly dropwise with vigorous stirring and cooling. After a further two hours, a tetrahydrofuran-water mixture (1:1; 30 ml) was added followed by 10% sodium hydroxide solution (50 ml). The tetrahydrofuran was decanted and the residue washed well with diethyl ether and ethylacetate. The combined organic solution was dried over anhydrous potassium carbonate and evaporated to an oil (12 g).

المصدر