反応 #684957

反応方程式

water

N,N-diisopropylethylamine

chloromethyl methyl ether

4-benzyloxy-2-hydroxybenzaldehyde

N,N-diisopropylethylamine

chloromethyl methyl ether

→

title compound

4-Benzyloxy-2-(methoxymethoxy)benzaldehyde

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度heated
2. 2
   温度under reflux for 19 hours
3. 3
   workup.STIRRINGthe resulting mixture was stirred
4. 4
   温度heated
5. 5
   温度under reflux for another 10 hours
6. 6
   抽出the reaction mixture was extracted with ethyl acetate
7. 7
   洗浄washed with a saturated aqueous ammonium chloride solution and saturated brine
8. 8
   乾燥dried over anhydrous magnesium sulfate
9. 9
   ろ過filtered through silica gel and alumina
10. 10
    濃縮The filtrate was concentrated under reduced pressure

実験手順

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.

出典