Allyl bromide → HCID 69516190, compound

Participants

Reaction Steps

A mixture of Example 73C (7 g, 14.2 mmol), allyl bromide (1.84 mL, 21.27 mmol) and K2CO3 (3.92 g, 28.36 mmol) in anhydrous acetone (200 mL) were stirred, and refluxed overnight. The suspension was filtered, and dried with silica gel powder (20 g). 15% ethyl acetate in hexanes (2 L) was used to run flash chromatography to give the title compound (6.74 g, 89%). MS (DCI) m/z 551.13 (M+NH4)+; 1H NMR (300 MHz, CDCl3) δ ppm 1.09 (s, 9H) 4.37–4.43 (m, 2 H) 5.02–5.22 (m, 2 H) 5.83 (m, 1 H) 6.65–6.69 (m, 2 H) 6.83 (d, J=2.37 Hz, 1 H) 7.34–7.47 (m, 6 H) 7.70–7.78 (m, 6 H) 7.89–7.94 (m, 2 H).

Provenance & Evidence