反应详情

温度

70 °C

TMS-Acetylene (2.2 mL, 15.0 mmol) was added dropwise to commercially available tert-butyl 3-bromobenzyl(methyl)carbamate (3.0 g, 10 mmol), CuI (100 mg, 0.5 mmol) and palladium dichlorobistriphenylphosphine (210 mg, 0.3 mmol) in triethylamine (30 mL) at room temperature under a nitrogen atmosphere. The reaction mixture was heated to 70° C. for 12 hrs before cooling to room temperature and evaporating in vacuo. The residue was triturated with diethyl ether (30 mL), filtered and the filtrate evaporated in vacuo and purified by column chromatography (5% ethyl acetate in hexane) to yield A314.1 (3.2 g, 100%) as a brown oil. HPLC YMC S-5 4.6×33 mm (2 min grad): retention time 2.34 min, M+Na+=340.34

1. temperaturebefore cooling to room temperature
2. customevaporating in vacuo
3. customThe residue was triturated with diethyl ether (30 mL)
4. filtrationfiltered
5. customthe filtrate evaporated in vacuo
6. custompurified by column chromatography (5% ethyl acetate in hexane)
7. customto yield A314.1 (3.2 g, 100%) as a brown oil
8. custom4.6×33 mm (2 min grad)