반응 #165463

반응 방정식

2-fluoropyridine

water

4-bromobenzyl alcohol

potassium tert-butoxide

→

title compound

수율 99.0%

2-(4-Bromo-benzyloxy)-pyridine

수율 99.0%

용매

ethyl acetate

N,N-dimethyl formamide

반응 조건

후처리

1. 1
   workup.STIRRINGwas further stirred for 30 minutes at 65° C
2. 2
   기타was allowed to room temperature
3. 3
   기타liquid separation
4. 4
   추출The aqueous layer was further extracted with ethyl acetate (twice)
5. 5
   세척washed with water (3 times) and sodium chloride water (once),
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   여과filtered
8. 8
   농축The filtrate was concentrated under a reduced pressure
9. 9
   workup.ADDITIONDiethyl ether was added to the residue, which
10. 10
    농축was concentrated under a reduced pressure

실험 절차

To a solution of 4-bromobenzyl alcohol (25 g, 130 mmol) in N,N-dimethyl formamide (125 mL) was added potassium tert-butoxide (15.8 g, 141 mmol) at room temperature, which was stirred at 54° C. for 10 minutes. To this reaction solution was added 2-fluoropyridine (15 mL, 154 mmol) at from 40° C. to 58° C., which was further stirred for 30 minutes at 65° C. The reaction solution was allowed to room temperature, water and ethyl acetate were added, and liquid separation was carried out. The aqueous layer was further extracted with ethyl acetate (twice). The ethyl acetate layers were combined, washed with water (3 times) and sodium chloride water (once), dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under a reduced pressure. Diethyl ether was added to the residue, which was concentrated under a reduced pressure to obtain the title compound (34 g) as a crude product.

출처