تفاعل #1994289

معادلة التفاعل

n-butyllithium

1-chloro-2,3-difluorobenzene

2-isopropoxy-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

→

title compound

2-(4-Chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

المذيبات

THF

—

hexanes

water

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to ambient temperature
2. 2
   استخلاصthe organic phase was extracted twice with water
3. 3
   استخلاصThe product was then extracted with ethyl acetate
4. 4
   أخرىThe organic phase was dried
5. 5
   تركيزconcentrated under vacuum

الإجراء التجريبي

A 2.5 M solution of n-butyllithium (2.69 ml, 6.73 mmol) in hexanes was added dropwise to a solution of 1-chloro-2,3-difluorobenzene (1 g, 6.73 mmol) in THF (25 mL) cooled to −78° C. After 45 minutes at −78° C., 2-isopropoxy-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (1.253 g, 6.73 mmol) was added dropwise after which the reaction mixture was allowed to warm to ambient temperature. The reaction mixture was diluted with water and ethyl acetate and the organic phase was extracted twice with water. The aqueous extracts were combined and acidified with 12N HCl to pH 3. The product was then extracted with ethyl acetate. The organic phase was dried and concentrated under vacuum to yield the title compound as an oil product (0.93 g, 50% yield): 1H NMR (CDCl3): δ 7.42 (m, 1H), 7.17 (m, 1H), 1.37 (s, 12H).

المصدر