反応 #2328973

反応方程式

methyl 4-methoxymethylidenecyclohexanecarboxylate

hydrochloric acid

hexane

→

methyl 4-formylcyclohexanecarboxylate

収率 97.1%

溶媒

THF

反応条件

後処理

1. 1
   抽出The aqueous layer was extracted with ethyl acetate
2. 2
   洗浄by washing in turn with water and saturated saline
3. 3
   乾燥The mixture was dried over anhydrous sodium sulfate
4. 4
   濃縮concentrated

実験手順

103 g of methyl 4-methoxymethylidenecyclohexanecarboxylate was dissolved in 350 mL of THF and 100 mL of 10% hydrochloric acid was added dropwise at 11 to 13° C. over 10 minutes. After stirring at room temperature for 3 hours, 80 mL of hexane was added. The aqueous layer was extracted with ethyl acetate and then combined with the organic layer, followed by washing in turn with water and saturated saline. The mixture was dried over anhydrous sodium sulfate and concentrated to obtain 92.4 g of methyl 4-formylcyclohexanecarboxylate as an oily substance. The gas chromatography analysis revealed that the resulting substance is a mixture of a cis isomer and a trans isomer in a mixing ratio of 64:36.

出典