反应详情

To a solution of N-trityl-4-iodo-imidazole (11.8 g, 27 mmol) in dry CH2Cl2 (200 mL) was added EtMgBr (11.0 mL, 3.0M in Et2O). After complete halogen-metal exchange this solution was cannulated into a solution of 2,5-dimethylthiophene-3-carboxaldehyde (3.5 g, 25 mmol) in 50 mL of CH2Cl2. The reaction mixture was stirred at room temperature for 1 hr and then quenched with aqueous NH4Cl. The mixture was transferred to a separatory funnel and the aqueous layer was extracted with a second portion of CH2Cl2. The combined extracts were dried (MgSO4) and filtered. The solvent was evaporated in vacuo to give a thick syrup which was triturated with Et2O to give a solid which was recrystallized from acetone to give (2,5-dimethylthien-3-yl)-1-trityl-imidazol-4-yl-methanol, A5. 1H NMR (CDCl3) supported the assigned structure. ##STR46##

1. customquenched with aqueous NH4Cl
2. customThe mixture was transferred to a separatory funnel
3. extractionthe aqueous layer was extracted with a second portion of CH2Cl2
4. dry with materialThe combined extracts were dried (MgSO4)
5. filtrationfiltered
6. customThe solvent was evaporated in vacuo
7. customto give a thick syrup which
8. customwas triturated with Et2O
9. customto give a solid which
10. customwas recrystallized from acetone