تفاعل #1241

معادلة التفاعل

ethyl 2-[7-(1-adamantyl)-6-tert-butyldimethylsilyloxy-2-naphthyl]-4-thiophenecarboxylate

tetrabutylammonium fluoride

water

→

ethyl 2-[7-(1-adamantyl)-6-hydroxy-2-naphthyl]-4-thiophenecarboxylate

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl ether
2. 2
   أخرىthe organic phase decanted
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   أخرىevaporated
5. 5
   أخرىThe residue obtained
6. 6
   أخرىwas triturated in heptane
7. 7
   ترشيحfiltered
8. 8
   أخرىdried
9. 9
   أخرى6.12 g (93%) of ethyl 2-[7-(1-adamantyl)-6-hydroxy-2-naphthyl]-4-thiophenecarboxylate of melting point 199°-200° C. were recovered

الإجراء التجريبي

8.29 g (15.2 mmol) of ethyl 2-[7-(1-adamantyl)-6-tert-butyldimethylsilyloxy-2-naphthyl]-4-thiophenecarboxylate and 60 ml of THF were introduced into a round-bottomed flask. A solution of 15.2 ml (16.6 mmol) of tetrabutylammonium fluoride in THF (1.1N) was added dropwise and the mixture was stirred at room temperature for 2 hours. The reaction medium was poured into water, extracted with ethyl ether, the organic phase decanted, dried over magnesium sulfate and evaporated. The residue obtained was triturated in heptane, filtered and dried. 6.12 g (93%) of ethyl 2-[7-(1-adamantyl)-6-hydroxy-2-naphthyl]-4-thiophenecarboxylate of melting point 199°-200° C. were recovered.

المصدر