تفاعل #46716

معادلة التفاعل

NaHCO3

Isobutene

2,4-dihydroxy benzoic acid

H2SO4

→

2,4-Dihydroxy benzoic acid tert-butyl ester

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction flask sealed
2. 2
   درجة الحرارةto warm to room temperature
3. 3
   درجة الحرارةcooled to −30° C.
4. 4
   أخرىThe organic phase was Isolated
5. 5
   أخرىdried
6. 6
   أخرىevaporated to dryness
7. 7
   أخرىpurified by column chromatography (SiO2-heptane/EtOAc=4:1)
8. 8
   أخرىto yield 2.3 g (54%)

الإجراء التجريبي

To a solution of 2,4-dihydroxy benzoic acid (3.08 g; 20 mmol) in dioxane (50 mL) was added conc. H2SO4 (3 mL) and the solution was cooled to −50° C. Isobutene (40 g) was added, the reaction flask sealed and allowed to warm to room temperature. The reaction mixture was stirred overnight, cooled to −30° C. and pH adjusted to 8 using saturated NaHCO3 (aq). The organic phase was Isolated, dried, evaporated to dryness and purified by column chromatography (SiO2-heptane/EtOAc=4:1) to yield 2.3 g (54%). MS (LC-MS): 209 (MH−).

المصدر