Reaktion #171242

Reaktionsgleichung

potassium carbonate

1-bromo-3,7-dimethyloctane

methyl (4-hydroxy)benzoate

→

title compound

Ausbeute 95.9%

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

Ausbeute 95.9%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Sonstigeto remove potassium carbonate
3. 3
   workup.ADDITIONWater (50 ml) was added
4. 4
   Extraktionthe mixture was extracted with hexane (250 ml)
5. 5
   WaschenThe 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
   TrocknenThe obtained organic layer was dried over sodium sulfate
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

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.

Quelle