반응 #171242

반응 방정식

potassium carbonate

1-bromo-3,7-dimethyloctane

methyl (4-hydroxy)benzoate

→

title compound

수율 95.9%

methyl [4-(3,7-dimethyl-1-octyloxy)]benzoate

수율 95.9%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered
2. 2
   기타to remove potassium carbonate
3. 3
   workup.ADDITIONWater (50 ml) was added
4. 4
   추출the mixture was extracted with hexane (250 ml)
5. 5
   세척The extract was washed successively with 1.0 mol/l aqueous hydrochloric acid solution (100 ml), aqueous sodium hydrogen carbonate solution (100 ml) and saturated brine (100 ml)
6. 6
   건조The obtained organic layer was dried over sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated under reduced pressure

실험 절차

Under an argon atmosphere, potassium carbonate (12.5 g, 90.3 mmol) was suspended in anhydrous N,N-dimethylformamide (100 ml), 1-bromo-3,7-dimethyloctane (13.3 g, 60.1 mmol) and methyl (4-hydroxy)benzoate (8.74 g, 57.4 mmol) were added, and the mixture was stirred at 70° C. for 16 hr. The reaction mixture was filtered to remove potassium carbonate. Water (50 ml) was added and the mixture was extracted with hexane (250 ml). The extract was washed successively with 1.0 mol/l aqueous hydrochloric acid solution (100 ml), aqueous sodium hydrogen carbonate solution (100 ml) and saturated brine (100 ml). The obtained organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (16.1 g, 95.7%) as a colorless oil.

출처