تفاعل #614836

معادلة التفاعل

2,2-Difluoro-1,3-benzodioxole

Trimethylborate

cyclohexane

sec-BuLi

cyclohexane

→

title compound

(2,2-difluoro-1,3-benzodioxol-4-yl)boronic acid

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   درجة الحرارةto warm slowly to −30° C
3. 3
   أخرىThe reaction mixture was quenched with a 2N solution of HCl
4. 4
   workup.ADDITIONdiluted with ethyl acetate
5. 5
   أخرىTwo phases were separated
6. 6
   غسيلthe organic layer was washed twice with brine
7. 7
   تجفيفdried over Na2SO4
8. 8
   أخرىevaporated to dryness

الإجراء التجريبي

2,2-Difluoro-1,3-benzodioxole (960 mg, 6.1 mmol) was dissolved in THF (8 mL) and cyclohexane (4 mL) and the resulting solution cooled to −78° C. sec-BuLi 1.4M solution in cyclohexane (4.3 mL, 6.1 mmol) was added dropwise and the reaction mixture stirred for 1.5 hours at −78° C. Trimethylborate (694 mg, 6.75 mmol) was added and the mixture was allowed to warm slowly to −30° C. The reaction mixture was quenched with a 2N solution of HCl and diluted with ethyl acetate. Two phases were separated and the organic layer was washed twice with brine, dried over Na2SO4 and evaporated to dryness affording the title compound as yellow oil which was used in the next step without further purification.

المصدر