반응 #9333

반응 방정식

NH4Cl

4-bromobenzyl alcohol

NaH

4-methoxybenzyl chloride

→

7-2

수율 98.0%

4-Bromobenzyl (4-methoxybenzyl) ether

수율 98.0%

용매

THF

DMF

반응 조건

후처리

1. 1
   workup.WAITAfter 24 h
2. 2
   추출The resulting mixture was extracted with ethyl acetate (3×60 mL)
3. 3
   세척the combined ethyl acetate solution was washed with water and brine
4. 4
   건조The solution was then dried (Na2SO4)
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타Purification of the residue by flash chromatography on silica gel (5% ethyl acetate/hexanes)

실험 절차

A solution of 4-bromobenzyl alcohol (2.011 g, 10.7 mmol) in THF (42 mL) was added to a mixture of NaH (663 mg, 16.6 mmol, 60% in oil) in DMF (13 mL). The mixture was stirred for 1.5 h and 4-methoxybenzyl chloride (MPMCl, 2 mL, 14.8 mmol) was added. After 24 h, 100 mL saturated NH4Cl solution was added. The resulting mixture was extracted with ethyl acetate (3×60 mL) and the combined ethyl acetate solution was washed with water and brine. The solution was then dried (Na2SO4), filtered and evaporated. Purification of the residue by flash chromatography on silica gel (5% ethyl acetate/hexanes) gave 7-2 (2.43 g, 98%).

출처