Реакция #2881

Уравнение реакции

ethanol

methanol

6-methoxy-2-(4-methoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene hydrochloride

boron trichloride

→

title compound

6-Hydroxy-2-(4-hydroxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]-benzo[b]thiophene Hydrochloride 1,2-Dichloroethane

Растворители

1,2-dichloroethane

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas treated with the reaction mixture from above,
2. 2
   Температураto reflux
3. 3
   workup.ADDITIONUpon complete addition
4. 4
   workup.STIRRINGthe resulting crystalline slurry was stirred at 25° C
5. 5
   workup.WAITAfter one hour
6. 6
   Фильтрацияthe crystalline product was filtered
7. 7
   Промывкаwashed with cold ethanol (10 mL)
8. 8
   Другоеdried at 40° C. in vacuo

Методика

A solution of 6-methoxy-2-(4-methoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene hydrochloride (2.0 g) in 1,2-dichloroethane (20 mL) was treated with boron trichloride (2.0 mL). The resulting mixture was stirred at 35° C. for about 18 hours. A mixture of ethanol and methanol (10 mL, 95:5, 3A) was treated with the reaction mixture from above, causing the alcoholic mixture to reflux. Upon complete addition, the resulting crystalline slurry was stirred at 25° C. After one hour, the crystalline product was filtered, washed with cold ethanol (10 mL), and dried at 40° C. in vacuo to give 1.78 g of the title compound. The X-ray powder diffraction pattern is identical to that reported in Table 1. Melting point 255° C.

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