Hydrochloric Acid → HCID 85847535, compound

Participants

Reaction Conditions

Reaction Steps

LDA (2 M, 70 mL, 140 mmol) was added dropwise to a solution of 1,2-dibromobenzene (15.0 g, 64 mmol) and chlorotrimethylsilane (20 mL, 153 mmol) in THF (90 mL) at −78° C. The resultant brown suspension was stirred at −78° C. for 30 min and then gradually warmed to room temperature. The reaction mixture was stirred for 18 h and then cooled to −78° C. again and chlorotrimethylsilane (20 mL, 153 mmol) was added. LDA (2M, 70 mL, 140 mmol) was added dropwise and the resultant brown suspension was stirred at −78° C. for 30 mins and then gradually warmed to room temperature. The reaction mixture was stirred for a further 18 h and then hydrolyzed with 1 N HCl (100 mL). The resultant mixture was extracted with diethyl ether (3×200 mL) and the combined organic layers was concentrated to give brown oil, which was used directly in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ 7.34 (s, 2H), 0.40 (18H).

Provenance & Evidence