Dimethylformamide → HCID 19775687, compound

Participants

Reaction Steps

To a suspension of sodium hydride (60%, 4.7 g, 117 mmol) in dimethylformamide (400 mL) was added 4-phenylphenol (10 g, 60 mmol) portionwise. The mixture was stirred at room temperature for 2 hours, then 1-bromo-4-chlorobutane (13 mL, 117 mmol) was added, and the mixture allowed to stir at room temperature overnight. The reaction was quenched with methanol (30 mL) and filtered through Celite®. The filtrate was taken up in ether (500 mL), washed thrice with water (250 mL) and dried over sodium sulfate. The solution was concentrated to give 12.2 g (78%) of 4-chlorobutoxy-phenylbenzene as an amber oil. 1H NMR (CDCl3): δ7.61-6.88(m.9H), 4.01(t,2H), 3.62(t.2H), 2.01(m,1H).

Provenance & Evidence