反応 #2080330

反応方程式

hydrochloric acid

lithium aluminium hydride

methyl trans-4-vinylcyclohexane carboxylate

water

→

(trans-4-vinylcyclohexyl)methanol

収率 105.7%

溶媒

THF

THF

反応条件

後処理

1. 1
   workup.ADDITIONwhich was added dropwise to the above solution at 15 to 16° C. for 40 minutes
2. 2
   洗浄While washing
3. 3
   洗浄rinsing with hexane
4. 4
   その他a sludge-like insoluble matter was removed by a decanter
5. 5
   洗浄Then, the obtained organic phase was washed with 10% hydrochloric acid, saturated sodium bicarbonate water, and saturated saline, in this order
6. 6
   乾燥The resultant product was dried over anhydrous sodium sulfate
7. 7
   濃縮concentrated

実験手順

5.7 g of lithium aluminium hydride was dispersed in 50 mL of THF. 29.5 g of methyl trans-4-vinylcyclohexane carboxylate was dissolved in 75 mL of THF, which was added dropwise to the above solution at 15 to 16° C. for 40 minutes. The solution was further stirred at 10 to 20° C. for 30 minutes, and then water was slowly added thereto. About 70 mL of 10% hydrochloric acid was added. While washing and rinsing with hexane, a sludge-like insoluble matter was removed by a decanter. Then, the obtained organic phase was washed with 10% hydrochloric acid, saturated sodium bicarbonate water, and saturated saline, in this order. The resultant product was dried over anhydrous sodium sulfate, and concentrated, to obtain 26 g of (trans-4-vinylcyclohexyl)methanol.

出典