تفاعل #63884

معادلة التفاعل

Hydrochloric acid

ethyl 4-(3-piperidinomethylphenoxy)butyrate

potassium hydroxide

N-3-hydroxybenzylpiperidine

ethyl 4-bromobutyrate

→

4-(3-piperidinomethylphenoxy)butyric acid

المذيبات

—

industrial methylated spirit

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةhydrolysed by heating
2. 2
   أخرىthe solvent removed by evaporation in vacuo
3. 3
   تجفيفThe residue was dried by azeotropic distillation with toluene
4. 4
   ترشيحThe ethanolic liquor was filtered
5. 5
   أخرىthe solvent removed from the filtrate
6. 6
   أخرىto give a yellow oil which
7. 7
   أخرىwas crystallised from a mixture of methanol and ether

الإجراء التجريبي

In a similar manner to that described above in Example 17 ethyl 4-(3-piperidinomethylphenoxy)butyrate (b.p. 190°-200° C./0.005 mm Hg) was prepared from N-3-hydroxybenzylpiperidine and ethyl 4-bromobutyrate. The resulting ester (21.4 g) was then hydrolysed by heating under reflux with potassium hydroxide (3.6 g), water (210 ml) and industrial methylated spirit (210 ml) for 30 minutes. 5N Hydrochloric acid (13.7 ml) was then added and the solvent removed by evaporation in vacuo. The residue was dried by azeotropic distillation with toluene and then with ethanol. The residue was digested with ethanol (420 ml). The ethanolic liquor was filtered and the solvent removed from the filtrate to give a yellow oil which was crystallised from a mixture of methanol and ether to give 4-(3-piperidinomethylphenoxy)butyric acid (m.p. 73°-77° C.).

المصدر