반응 #362589

반응 방정식

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

용매

ethyl alcohol

반응 조건

후처리

1. 1
   추출the mixture was extracted twice with 200 ml of ethyl ether
2. 2
   세척The combined ethyl ether extracts were washed twice with 25 ml of water
3. 3
   건조dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo to a yellow oil
6. 6
   기타The product was purified by silica
7. 7
   기타get chromatography
8. 8
   기타recrystallized from methyl alcohol/water, m.p. ca 91° C

실험 절차

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.

출처