반응 #71036

반응 방정식

NH4Cl

N2

2-(3-bromo-phenyl)-2-methyl-[1,3]dioxolane

n-BuLi

DMF

→

crude title compound

3-(2-Methyl-[1,3]dioxolan-2-yl)-benzaldehyde

용매

THF

hexane

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   추출the mixture was extracted three times with Et2O
3. 3
   건조extracts were dried over NaSO4
4. 4
   여과filtered
5. 5
   기타the solvent was removed under reduced pressure

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), to a solution of 2-(3-bromo-phenyl)-2-methyl-[1,3]dioxolane (944 mg, 3.88 mmol) in THF (20.0 mL) at −78° C. was added dropwise n-BuLi (1.60 mL of a 2.5M solution in hexane, 4.00 mmol). The reaction mixture was then stirred for 30 min at −78° C. before DMF (0.40 mL, 5.17 mmol) was added dropwise. The reaction mixture was allowed to warm to rt over 1 h. Sat. aq. NH4Cl was added and the mixture was extracted three times with Et2O. The combined org. extracts were dried over NaSO4, filtered, and the solvent was removed under reduced pressure to give the crude title compound as a pale yellow oil. LC-MS-conditions 02: tR=0.87 min.

출처