反応 #172353

反応方程式

4-bromo-3-(trifluoromethyl)phenol

K2CO3

water

(S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane

(R)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane

→

(S)-4-((4-bromo-3-(trifluoromethyl)phenoxy)methyl)-2,2-dimethyl-1,3-dioxolane

収率 56.3%

溶媒

DMF

反応条件

後処理

1. 1
   その他The resulting reaction mixture
2. 2
   温度Upon cooling to room temperature
3. 3
   抽出extracted by EtOAc
4. 4
   乾燥The combined organic layers were dried (Na2SO4)
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The resulting residue was purified by chromatography (petroleum ether:EtOAc=50:1)

実験手順

(S)-4-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane (63; 3.3 g, 20.5 mmol) was added to a mixture containing 4-bromo-3-(trifluoromethyl)phenol (126; 5 g, 20 mmol) and K2CO3 (8.30 g, 60 mmol) in 20 mL of DMF. The resulting reaction mixture was stirred at 60° C. for 6 h. Upon cooling to room temperature, the mixture was poured into water and extracted by EtOAc. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (petroleum ether:EtOAc=50:1) to afford (S)-4-((4-bromo-3-(trifluoromethyl)phenoxy)methyl)-2,2-dimethyl-1,3-dioxolane (4 g, 56%).

出典