반응 #1605771

반응 방정식

2-hydroxy-4-methylbenzoic acid

K2CO3

KOH

HCl

→

2-methoxy-4-methylbenzoic acid

용매

acetone

MeOH

반응 조건

후처리

1. 1
   온도the reaction mixture heated
2. 2
   온도at reflux for 48 hrs
3. 3
   여과was filtered
4. 4
   기타the filtrate was evaporated
5. 5
   기타to give the crude methyl 2-methoxy-4-methylbenzoate
6. 6
   온도the solution heated
7. 7
   온도at reflux 48 hrs
8. 8
   온도After cooling the reaction mixture
9. 9
   추출extracted with ethyl acteate
10. 10
    세척The organic layer was washed with brine
11. 11
    건조dried over MgSO4
12. 12
    여과filtered
13. 13
    기타evaporated
14. 14
    기타The residue was triturated with Ethyl acetate/Hexane

실험 절차

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)

출처