تفاعل #1539566

معادلة التفاعل

Triethylsilane

4,6-di-tert-butyl-5-hydroxy-2-octylbenzofuran

trifluoroacetic acid

→

4,6-di-tert-butyl-5-hydroxy-2-octyl-2,3-dihydrobenzofuran

المردود 27.1%

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise to the mixture
2. 2
   درجة الحرارةunder cooling with ice
3. 3
   استخلاصsubjected to extraction with ethyl acetate
4. 4
   غسيلThe organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىThe concentrate was purified by silica gel chromatography (n-hexane)

الإجراء التجريبي

Triethylsilane (17.4 ml) was added to 4,6-di-tert-butyl-5-hydroxy-2-octylbenzofuran (2.2 g) and trifluoroacetic acid (8.7 ml) was added dropwise to the mixture under cooling with ice. After stirring at 0° C. for 1 h, the mixture was poured into ice water and subjected to extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel chromatography (n-hexane) to afford 4,6-di-tert-butyl-5-hydroxy-2-octyl-2,3-dihydrobenzofuran [0.6 g (yield, 27%)].

المصدر