반응 #46219

반응 방정식

(2,2,4,4-tetrafluoro-4H-benzo[1,3]dioxin-6-yl)-methanol

thionyl chloride

→

6-chloromethyl-2,2,4,4-tetrafluoro-4H-benzo[1,3]dioxine

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux overnight
3. 3
   농축The resulting mixture was concentrated under vacuum
4. 4
   추출The aqueous layer was extracted with dichloromethane (50 mL×3)
5. 5
   건조The combined organic layers were dried over Na2SO4
6. 6
   여과filtrated
7. 7
   농축concentrated under reduced pressure

실험 절차

A mixture of (2,2,4,4-tetrafluoro-4H-benzo[1,3]dioxin-6-yl)-methanol (6.5 g) in thionyl chloride (75 mL) was heated at reflux overnight. The resulting mixture was concentrated under vacuum. The residue was basified with aqueous saturated NaHCO3. The aqueous layer was extracted with dichloromethane (50 mL×3). The combined organic layers were dried over Na2SO4, filtrated, and concentrated under reduced pressure to give 6-chloromethyl-2,2,4,4-tetrafluoro-4H-benzo[1,3]dioxine (6.2 g), which was used directly in the next step. 1H NMR (CDCl3, 300 MHz) δ 7.65 (s, 1H), 7.61 (dd, J=2.1, 8.7 Hz, 1H), 7.15 (d, J=8.4 Hz, 1H), 4.60 (s, 2H).

출처