Tetrahydrofuran → HCID 131734107, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, n-BuLi (1.57N hexane solution, 5.7 ml, 8.9 mmol) was slowly added to an anhydrous THF (80 mL) solution of naphtho[2,3-b:6,7-b′]dithiophene (a compound of formula (2)) (675 mg, 2.8 mmol) at −78° C. The reaction solution was heated and refluxed. After the reaction for 1.5 hours, the reaction solution was cooled to −78° C. To the reaction solution, trimethyltin chloride (2.24 g, 11.2 mmol) was added. After the mixture was stirred at room temperature for 11 hours, and water (100 mL) was added thereto. The resultant mixture was separated into phases. The water layer was extracted with methylene chloride (100 mL×3). The organic layer was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure. The resultant residue was recrystallized with acetone to obtain 2,7-bis(trimethylstannyl)naphtho[2,3-b:6,7-b′]dithiophene (861 mg, yield 54%) as a yellow solid substance.

Provenance & Evidence