반응 #1675907

반응 방정식

lithium hexamethyldisilazane

benzaldehyde

(thiophen-2-yl)acetylene

→

title compound

α-[(Thiophen-2-yl)ethynyl]-benzenemethanol

용매

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   기타remove the ice bath
2. 2
   workup.ADDITIONPour onto ethyl ether and water
3. 3
   기타separate the organic layer
4. 4
   건조dry (MgSO4)
5. 5
   여과Filter
6. 6
   기타evaporate the solvent in vacuo
7. 7
   기타Purify by silica gel chromatography

실험 절차

Place lithium hexamethyldisilazane (3 mL of a 1M solution in tetrahydrofuran, 3 mmol) under argon atmosphere and cool to 0° C. Add (thiophen-2-yl)acetylene (324 mg, 3 mmol) in tetrahydrofuran (20 mL) and stir at 0° C. until anion formation is complete. Add a solution of benzaldehyde (297 mg, 2.8 mmol) in tetrahydrofuran, remove the ice bath and stir at room temperature until the reaction is complete. Pour onto ethyl ether and water, separate the organic layer and dry (MgSO4). Filter and evaporate the solvent in vacuo. Purify by silica gel chromatography to yield the title compound.

출처