反応 #2304287

反応方程式

3-[(6-bromohexyloxy)methyl]-3-methyloxetane

ethyl 4-hydroxybenzoate

potassium carbonate

dimethylformamide

→

ethyl 4-[6-(3-methyloxetan-3-ylmethoxy)hexyloxy]benzoate

収率 80.6%

溶媒

Water

反応条件

後処理

1. 1
   抽出This was extracted with ethyl acetate
2. 2
   洗浄the organic layer was washed with aqueous 2 N-sodium hydroxide solution and water in that order
3. 3
   乾燥dried with anhydrous magnesium sulfate
4. 4
   その他The solvent was evaporated away
5. 5
   その他the resulting residue was purified through silica gel chromatography (elution solvent:toluene/ethyl acetate=8/2)

実験手順

A reaction mixture comprising 84 g of 3-[(6-bromohexyloxy)methyl]-3-methyloxetane, 50 g of ethyl 4-hydroxybenzoate, 50 g of potassium carbonate and 600 ml of dimethylformamide was stirred at 90° C. for 4 hours. Water was added to the reaction mixture and the reaction was stopped. This was extracted with ethyl acetate, and the organic layer was washed with aqueous 2 N-sodium hydroxide solution and water in that order, and then dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was purified through silica gel chromatography (elution solvent:toluene/ethyl acetate=8/2), and 85 g of ethyl 4-[6-(3-methyloxetan-3-ylmethoxy)hexyloxy]benzoate was obtained.

出典