反応 #92773

反応方程式

1-tert-butoxy-6-chlorohexane

thiourea

NaOH

→

oily product

収率 76.9%

Tert-Butoxyhexane-1-Thiol

収率 76.9%

溶媒

water

反応条件

後処理

1. 1
   その他equipped with a condenser
2. 2
   温度a temperature was cooled to room temperature
3. 3
   温度refluxed at 110° C. for 14 hours
4. 4
   温度The reactant was cooled to room temperature
5. 5
   抽出the formed organic layer was extracted with ether
6. 6
   乾燥dried over MgSO4
7. 7
   その他the solvent was removed under reduced pressure

実験手順

After 73.2 g of 1-tert-butoxy-6-chlorohexane (0.38 mol), 38 g of thiourea (0.5 mol), and 30 ml of distilled water were put into a 500 ml two-necked flask equipped with a condenser and refluxed at 120° C. for 5 hours, a temperature was cooled to room temperature, and 300 ml of a previously prepared aqueous solution of NaOH (30 g) was added thereto and refluxed at 110° C. for 14 hours. The reactant was cooled to room temperature, the formed organic layer was extracted with ether and dried over MgSO4, and then the solvent was removed under reduced pressure, thereby obtaining 55.6 g of an oily product (6-tert-butoxyhexane-1-thiol, yield 76.9 mol %). Purity of the product confirmed through gas chromatography (GC) analysis was 97%, and results of proton nuclear magnetic resonance (1H-NMR) spectroscopy were as follows.

出典