Bis(trimethylsilyl)carbodiimide → HCID 178511969, compound

Participants

Reaction Steps

2-(3-(Trifluoromethyl)phenyl)-6,7-dihydrobenzo[b]thiophen-4(5H)-one (0.252 g, 0.85 mmol) was dissolved in dichloromethane (2 mL). Titanium tetrachloride (1.7 mL, 1.0 M solution in dichloromethane, 1.7 mmol) was added and the reaction mixture was stirred at room temperature for 1 hr. Bis-trimethylsilylcarbodiimide (0.42 mL, 1.87 mmol) was then added and the mixture was stirred at room temperature for 18 hr. The reaction mixture was poured onto ice/water and the product was extracted with dichloromethane. This was back extracted with water and saturated sodium carbonate (aq.) solution. The organic extracts were combined, dried (MgSO4) and concentrated in vacuo to give the title compound as a cream solid (0.27 g, 99%).

Provenance & Evidence