Trifluoroacetic acid → 2,3-Dihydrobenzo(b)thiophene
反応式
FC(F)(F)C(O)=O.[S:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH:10]=[CH:9]1.C([SiH](CC)CC)C>>[S:8]1[CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]1=2参加物
4
反応条件
- 温度
- 50 °C
実験手順
Trifluoroacetic acid (5.2 mL) was slowly added to the mixture of benzothiophene (1 g, 7.45 mmol) and triethylsilane (3.6 mL, 22.35 mmol) with heating under reflux at 50° C. for 125 hours. After cooling to 0° C., the reaction was quenched by addition of aq. saturated NH4Cl solution. The mixture was diluted with water and extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography to provide the intermediate 112 (415 mg, 41%).
後処理
- temperaturewith heating
- temperatureAfter cooling to 0° C.
- customthe reaction was quenched by addition of aq. saturated NH4Cl solution
- additionThe mixture was diluted with water
- extractionextracted with EtOAc
- washThe organic layer was washed with brine
- dry with materialdried over anhydrous MgSO4
- filtrationfiltered
- customevaporated in vacuo
- customThe residue was purified by silica gel column chromatography
出典と根拠
- ORDレコード
- ord-9cf68d3f61914dd9a8bc48172da99ed6
- 出典データセット
- uspto-grants-2015_05
- 特許番号
- US09034921B2
反応ノート
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