反応 #217454

反応方程式

dimethylformamide

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

4-hydroxybenzoic acid

potassium carbonate

→

4-[6-(3-ethyloxetane-3-ylmethoxy)hexyloxy]benzoic acid

収率 66.4%

溶媒

Water

反応条件

後処理

1. 1
   抽出it was extracted with toluene 4 L
2. 2
   洗浄The organic layer was washed with water
3. 3
   workup.DISTILLATIONthe solvent was distilled off
4. 4
   workup.ADDITIONSodium hydroxide 200 g, water 1 L and ethanol 2.5 L were added to the resulting residue
5. 5
   温度refluxed for 4 hours
6. 6
   workup.DISTILLATIONEthanol (1 L) was distilled off at atmospheric pressure
7. 7
   その他to obtain a slurry
8. 8
   ろ過The slurry was filtered
9. 9
   その他dried

実験手順

A dimethylformamide (3 L) solution of 3-[(6-bromohexyloxy)methyl]-3-ethyloxetane 500 g, 4-hydroxybenzoic acid 297 g and potassium carbonate 490 g was stirred at 90° C. for 8 hours. Water 4 L was added to the reaction mixture, and then it was extracted with toluene 4 L. The organic layer was washed with water, and the solvent was distilled off. Sodium hydroxide 200 g, water 1 L and ethanol 2.5 L were added to the resulting residue and refluxed for 4 hours. Ethanol (1 L) was distilled off at atmospheric pressure, and then the solution was acidified by hydrochloric acid to obtain a slurry. The slurry was filtered and dried to thereby obtain 400 g of 4-[6-(3-ethyloxetane-3-ylmethoxy)hexyloxy]benzoic acid. Melting point: 58.5° C.

出典