تفاعل #82902

معادلة التفاعل

sodium hydride

2-t-butyl-6-methylphenol

carbon dioxide

→

3-t-Butyl-5-methyl-4-hydroxybenzoic acid

المذيبات

ethylene glycol dimethyl ether

ethylene glycol dimethyl ether

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONCharge a reaction vessel
2. 2
   workup.ADDITIONAdd, by dropwise addition
3. 3
   درجة الحرارةWarm to 50°-60° C. for 1.5 hours
4. 4
   أخرىdestroy the excess sodium hydride carefully with methyl alcohol (30 mL)
5. 5
   workup.ADDITIONDilute with water (1.6 L)
6. 6
   أخرىcollect the title compound
7. 7
   ترشيحby filtration

الإجراء التجريبي

Charge a reaction vessel with a suspension of sodium hydride (4.74 g, 0.198 mol) in anhydrous ethylene glycol dimethyl ether (150 mL). Add, by dropwise addition, a solution of 2-t-butyl-6-methylphenol (0.1 mol) in ethylene glycol dimethyl ether (150 mL). Warm to 50°-60° C. for 1.5 hours then introduce carbon dioxide through a gas-disparging tube below the surface of the reaction mixture for 20 hours. Cool to 5° C. and destroy the excess sodium hydride carefully with methyl alcohol (30 mL). After hydrogen evolution ceases, adjust the pH of the reaction mixture to 2 with 1N hydrochloric acid. Dilute with water (1.6 L) and collect the title compound by filtration.

المصدر