反応 #9786

反応方程式

2-fluoro-4-[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]benzonitrile

intermediate 101

2-fluoro-4-[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]benzonitrile

hydrochloric acid

→

(4-{2-[5-(4-cyano-3-fluorophenyl)-3-methylthien-2-yl]ethyl}-2-methylphenoxy)acetic acid

溶媒

2-propanol

反応条件

後処理

1. 1
   温度at reflux for 2 hours
2. 2
   その他The solvent was removed
3. 3
   workup.DISSOLUTIONthe residue dissolved in 1,4-dioxane (2 ml)
4. 4
   workup.ADDITIONThis mixture was treated with 2M aqueous sodium hydroxide (0.5 ml)
5. 5
   workup.STIRRINGthe mixture stirred for 16 hours)
6. 6
   その他The solvent was removed
7. 7
   その他the residue purified by SPE (aminopropyl)
8. 8
   その他The title compound, as the free acid, was recovered
9. 9
   workup.ADDITIONby treating a solution of this product with Dowex H+

実験手順

A mixture of 2-fluoro-4-[4-methyl-5-(2-{3-methyl-4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)methoxy]phenyl}ethyl)thien-2-yl]benzonitrile (intermediate 101, 0.016 g) in 2-propanol (2 ml) was treated with 2M aqueous hydrochloric acid (1 ml) and the mixture stirred at reflux for 2 hours. The solvent was removed and the residue dissolved in 1,4-dioxane (2 ml) and water (1 ml). This mixture was treated with 2M aqueous sodium hydroxide (0.5 ml) and the mixture stirred for 16 hours). The solvent was removed and the residue purified by SPE (aminopropyl). The title compound, as the free acid, was recovered by treating a solution of this product with Dowex H+.

出典