반응 #77261

반응 방정식

hydrochloric acid

methylene chloride

methylzinc chloride

2-chloro-4-fluoro-5-nitrobenzoyl chloride

→

title product

2′-Chloro-4′-fluoro-5′-nitroaceto-phenone

용매

—

hexanes

tetrahydrofuran

tetra-hydrofuran

반응 조건

후처리

1. 1
   추출The resultant aqueous mixture is extracted with ethyl acetate
2. 2
   세척washed sequentially with water and saturated sodium hydrogen carbonate solution
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   농축concentrated in vacuo
5. 5
   기타to obtain a dark liquid

실험 절차

A 2 M solution of methylzinc chloride in tetra-hydrofuran (5.00 mL, 10.1 mmol) is treated dropwise with a solution of 2-chloro-4-fluoro-5-nitrobenzoyl chloride (2.00 g, 8.40 mmol) in tetrahydrofuran, treated with tetrakis(triphenylphosphine)palladium(0) (0.400 g, 0.350 mmol), stirred at room temperature for one hour, and poured into 3 N hydrochloric acid. The resultant aqueous mixture is extracted with ethyl acetate. The organic extracts are combined, washed sequentially with water and saturated sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain a dark liquid. Flash column chromatography of the liquid using silica gel and a methylene chloride in hexanes solution (6:4) gives the title product as an off-white solid (mp 66-68° C.) which is identified by NMR spectral analyses.

출처