تفاعل #469680

معادلة التفاعل

2-Iodo-5-methylphenylacetic acid

sulfuric acid

isopropyl alcohol

→

isopropyl 2-iodo-5-methylphenylacetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheated
2. 2
   درجة الحرارةto reflux temperature for 48 hours
3. 3
   أخرىThe solvent is removed on a rotovap
4. 4
   أخرىthe residual oil partitioned between EtOAc (500 ml) and saturated NaHCO3 solution (500 ml)
5. 5
   أخرىThe organic layer is separated
6. 6
   تجفيفdried (MgSO4)
7. 7
   تركيزconcentrated on a rotovap
8. 8
   workup.DISTILLATIONThe residual oil is distilled
9. 9
   أخرىto give a clear, colorless oil which
10. 10
    أخرىon standing at room temperature

الإجراء التجريبي

2-Iodo-5-methylphenylacetic acid (20.0 g, 72 mmol) and a catalytic amount of 98% sulfuric acid (0.2 ml) are dissolved in isopropyl alcohol (200 ml) and heated to reflux temperature for 48 hours. The solvent is removed on a rotovap and the residual oil partitioned between EtOAc (500 ml) and saturated NaHCO3 solution (500 ml). The organic layer is separated, dried (MgSO4) and concentrated on a rotovap. The residual oil is distilled using a kugelrohr apparatus to give a clear, colorless oil which solidifies on standing at room temperature to give isopropyl 2-iodo-5-methylphenylacetate, m.p. 48-50°.

المصدر