反应详情

温度

110 °C

Methyl 3-(4-benzyloxyazepan-1-yl)sulfonyl-4-bromo-benzoate (1.30 g, 2.69 mmol, 1.00 Eq), allyl(tributyl)stannane (1.07 g, 3.23 mmol, 1.20 Eq) LiCl (136.83 mg, 3.23 mmol, 1.20 Eq) and Pd(PPh3)4 (310.85 mg, 269.00 umol, 0.10 Eq) in TOLUENE (20 mL) was de-gassed and then heated to 110° C. for 16 hr under N2. TLC (PE:EtOAc=1:1) showed the starting material and the product was the same spot. The reaction mixture was poured into H2O, extracted with EA. The organic phase was dried over anhydrous Na2SO4, concentrated in vacuum to give a residue, which was purified by column chromatography (silica gel, eluting with PE:EA=1:1) to afford the pure methyl 4-allyl-3-(4-benzyloxyazepan-1-yl)sulfonyl-benzoate (630.00 mg, 1.42 mmol, 52.80% yield) as light yellow solid.

1. extractionextracted with EA
2. dry with materialThe organic phase was dried over anhydrous Na2SO4
3. concentrationconcentrated in vacuum
4. customto give a residue, which
5. customwas purified by column chromatography (silica gel, eluting with PE:EA=1:1)