반응 #684957

반응 방정식

water

N,N-diisopropylethylamine

chloromethyl methyl ether

4-benzyloxy-2-hydroxybenzaldehyde

N,N-diisopropylethylamine

chloromethyl methyl ether

→

title compound

4-Benzyloxy-2-(methoxymethoxy)benzaldehyde

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도under reflux for 19 hours
3. 3
   workup.STIRRINGthe resulting mixture was stirred
4. 4
   온도heated
5. 5
   온도under reflux for another 10 hours
6. 6
   추출the reaction mixture was extracted with ethyl acetate
7. 7
   세척washed with a saturated aqueous ammonium chloride solution and saturated brine
8. 8
   건조dried over anhydrous magnesium sulfate
9. 9
   여과filtered through silica gel and alumina
10. 10
    농축The filtrate was concentrated under reduced pressure

실험 절차

N,N-diisopropylethylamine (1.98 ml) and chloromethyl methyl ether (0.76 ml) were added to a solution of 4-benzyloxy-2-hydroxybenzaldehyde (2071 mg) in tetrahydrofuran (30 ml), and this reaction mixture was stirred and heated under reflux for 19 hours. N,N-diisopropylethylamine (2.7 ml) and chloromethyl methyl ether (1.04 ml) were further added, and the resulting mixture was stirred and heated under reflux for another 10 hours. After water was added, the reaction mixture was extracted with ethyl acetate, washed with a saturated aqueous ammonium chloride solution and saturated brine, dried over anhydrous magnesium sulfate, then filtered through silica gel and alumina. The filtrate was concentrated under reduced pressure to give the title compound (2470 mg). This compound was used in the following reaction without further purification.

출처