تفاعل #570628

معادلة التفاعل

3,5-bis(1,1-Dimethylethyl)-4-hydroxyphenyl thiocyanate

Water

Triethylphosphine

→

desired product

المردود 86.9%

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

المردود 86.9%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to room temperature
2. 2
   تركيزThe solution was concentrated
3. 3
   أخرىsolvents removed
4. 4
   أخرىthe resulting oil purified by chromatography on silica
5. 5
   workup.ADDITIONThe fractions containing the thiol
6. 6
   أخرىthe solvents removed
7. 7
   أخرىto yield a white powder which
8. 8
   أخرىwas recrystallized from methanol/water
9. 9
   أخرىdried

الإجراء التجريبي

3,5-bis(1,1-Dimethylethyl)-4-hydroxyphenyl thiocyanate (55 g, 0.209 mole) was dissolved in acetone (200 ml) under an argon atmosphere. Water (7.6 g, 0.42 mole) was added and the reaction cooled to 0° C. Triethylphosphine (24.7 g, 0.209 mole) was added dropwise over a period of 1 hour and the reaction was then allowed to warm to room temperature with stirring. The solution was concentrated, solvents removed, and the resulting oil purified by chromatography on silica. The fractions containing the thiol were combined, the solvents removed to yield a white powder which was recrystallized from methanol/water and dried to yield 43.3 g of the desired product. NMR confirmed the identity of the product.

المصدر