反応 #362589

反応方程式

hydrochloric acid

2,6-bis(1,1-Dimethylethyl)-4-mercaptophenol

sodium ethoxide

Cyclohexene oxide

→

trans-2,6-bis(1,1-Dimethylethyl)-4-[(2-hydroxycyclohexyl)thio]phenol

溶媒

ethyl alcohol

反応条件

後処理

1. 1
   抽出the mixture was extracted twice with 200 ml of ethyl ether
2. 2
   洗浄The combined ethyl ether extracts were washed twice with 25 ml of water
3. 3
   乾燥dried over magnesium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo to a yellow oil
6. 6
   その他The product was purified by silica
7. 7
   その他get chromatography
8. 8
   その他recrystallized from methyl alcohol/water, m.p. ca 91° C

実験手順

2,6-bis(1,1-Dimethylethyl)-4-mercaptophenol (12.8 g, 0.054 moles) was added to a solution of sodium ethoxide [prepared from sodium (2.5 g, 0.108 mole)] in ethyl alcohol (75 ml). Cyclohexene oxide (5.15 g, 0.0525 mole) was added and the reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was poured into 10% hydrochloric acid (250 ml) and the mixture was extracted twice with 200 ml of ethyl ether. The combined ethyl ether extracts were washed twice with 25 ml of water, dried over magnesium sulfate, filtered and concentrated in vacuo to a yellow oil. The product was purified by silica get chromatography and recrystallized from methyl alcohol/water, m.p. ca 91° C. The structure was supported by NMR, infrared spectroscopy, and elemental analysis.

出典