تفاعل #1605771

معادلة التفاعل

2-hydroxy-4-methylbenzoic acid

K2CO3

KOH

HCl

→

2-methoxy-4-methylbenzoic acid

المذيبات

acetone

MeOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture heated
2. 2
   درجة الحرارةat reflux for 48 hrs
3. 3
   ترشيحwas filtered
4. 4
   أخرىthe filtrate was evaporated
5. 5
   أخرىto give the crude methyl 2-methoxy-4-methylbenzoate
6. 6
   درجة الحرارةthe solution heated
7. 7
   درجة الحرارةat reflux 48 hrs
8. 8
   درجة الحرارةAfter cooling the reaction mixture
9. 9
   استخلاصextracted with ethyl acteate
10. 10
    غسيلThe organic layer was washed with brine
11. 11
    تجفيفdried over MgSO4
12. 12
    ترشيحfiltered
13. 13
    أخرىevaporated
14. 14
    أخرىThe residue was triturated with Ethyl acetate/Hexane

الإجراء التجريبي

To a solution of 2-hydroxy-4-methylbenzoic acid (25 g, 0.164 mol) in acetone (350 mL) was added K2CO3 (68 g, 0.492 mmol) followed by MeI (41 mL, 0.656 mmol) and the reaction mixture heated at reflux for 48 hrs. After cooling to r.t. the reaction mixture was filtered and the filtrate was evaporated to give the crude methyl 2-methoxy-4-methylbenzoate. KOH (11.3 g, 1.2 eq) was dissolved in MeOH (300 mL) and the crude ester was added to the mixture and the solution heated at reflux 48 hrs. After cooling the reaction mixture was acidified with aq. HCl (1N) and extracted with ethyl acteate. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated. The residue was triturated with Ethyl acetate/Hexane to give 20 g of 2-methoxy-4-methylbenzoic acid as a cream white solid (85% yield)

المصدر