تفاعل #362589

معادلة التفاعل

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

المذيبات

ethyl alcohol

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe mixture was extracted twice with 200 ml of ethyl ether
2. 2
   غسيلThe combined ethyl ether extracts were washed twice with 25 ml of water
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated in vacuo to a yellow oil
6. 6
   أخرىThe product was purified by silica
7. 7
   أخرىget chromatography
8. 8
   أخرىrecrystallized from methyl alcohol/water, m.p. ca 91° C

الإجراء التجريبي

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.

المصدر