Water → HCID 3757205, compound

Participants

Reaction Steps

To a solution of 1,3-dibromopropane (510 μl, 5.0 mmol) in dimethylformamide (10 ml) was added benzotriazole (600 mg, 5.0 mmol) and KOH (430 mg, 7.7 mmol). After stirring for 20 h at room temp, water (10 ml) and ethyl acetate (10 ml) were added. The phases were separated and the aqueous phase was re-extracted with ethyl acetate (3×15 ml). The combined organic phases were dried over MgSO4 and concentrated in vacuo, giving 1.44 g of the crude material. The crude product was purified by flash chromatography (0-10% methanol in DCM), yielding 274 mg (23%) of the title compound 62. TLC (5% methanol in DCM): Rf=0.7. 1H-NMR (400 MHz, CDCl3): δ=7.88-7.83 (2H, m); 7.41-7.36 (2H, m); 4.91 (2H, t); 3.44 (2H, t); 2.66 (2H, m).

Provenance & Evidence