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C1=CC=C2C(=C1)C(=CC(=O)C2=O)Br产品信息
4-溴萘-1,2-二酮（CAS 18099-96-2）的产品身份、结构标识及相关反应资料，供化学中间体检索、研发和采购评估使用。
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4 条反应 · 4 篇文献
反应条件: temp:0.00; pressure:0.00; stir:
来源 ID: ord-635548cda2a04dada0a3531c2c31a251反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: To a solution of 4-bromo-[1,2]naphthoquinone (350 mg, 1.48 mmol) in THF (20 mL) and H2O (5 mL) was added 2-chlorophenylboronic acid (231 mg. 1.48 mmol). followed by tri-o-tolylphosphine (45 mg, 148 μmol) and K2CO3 (614 mg, 4.44 mmol). The mixture was deoxygenated with bubbling N2 for about ten minutes, at which time the N3 line was removed and tris(dibenzylideneacetone)dipalladium(0) (68 mg, 74 μmol) was added. The resultant mixture was heated to reflux for 2 hours under N2, at which point no starting bromide was detectable by TLC (hexanes:ethyl acetate, 1:1, v/v). The mixture was cooled to room temperature and the THF evaporated under reduced pressure. The dried material was dissolved in ethyl acetate, washed sequentially with saturated aqueous ammonium chloride, H2O and brine, dried over Na2SO4, filtered, and evaporated under reduced pressure. The isolated material was chromatographed on silica gel (hexanes-ethyl acetate, 4:1, v/v) and dried to yield the product, 4-(2-chloro-phenyl)-[1,2]naphthoquinone, as an orange solid. 1H NMR (300 MHz, CDCl3) δ 8.21 (1H, dd, J=6.9, 2.1 Hz), 7.56-7.52 (3H, m), 7.48-7.44(2H, m), 7.44 (1H, m), 6.91 (1H, dd, J=2, 6 Hz), 6.39 (1H, s); HPLC: 7.45 min. The mixture was deoxygenated with bubbling N2 for about ten minutes, at which time the N3 line was removed the THF evaporated under reduced pressure The dried material was dissolved in ethyl acetate washed sequentially with saturated aqueous ammonium chloride, H2O and brine dried over Na2SO4 filtered evaporated under reduced pressure The isolated material was chromatographed on silica gel (hexanes-ethyl acetate, 4:1 v/v) and dried
来源 ID: ord-c160593f17fa439994b509f9af8840f1反应条件: temp:0.00; pressure:0.00; stir:
来源 ID: ord-635548cda2a04dada0a3531c2c31a251反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: To a solution of 4-bromo-[1,2]naphthoquinone (350 mg, 1.48 mmol) in THF (20 mL) and H2O (5 mL) was added 2-chlorophenylboronic acid (231 mg. 1.48 mmol). followed by tri-o-tolylphosphine (45 mg, 148 μmol) and K2CO3 (614 mg, 4.44 mmol). The mixture was deoxygenated with bubbling N2 for about ten minutes, at which time the N3 line was removed and tris(dibenzylideneacetone)dipalladium(0) (68 mg, 74 μmol) was added. The resultant mixture was heated to reflux for 2 hours under N2, at which point no starting bromide was detectable by TLC (hexanes:ethyl acetate, 1:1, v/v). The mixture was cooled to room temperature and the THF evaporated under reduced pressure. The dried material was dissolved in ethyl acetate, washed sequentially with saturated aqueous ammonium chloride, H2O and brine, dried over Na2SO4, filtered, and evaporated under reduced pressure. The isolated material was chromatographed on silica gel (hexanes-ethyl acetate, 4:1, v/v) and dried to yield the product, 4-(2-chloro-phenyl)-[1,2]naphthoquinone, as an orange solid. 1H NMR (300 MHz, CDCl3) δ 8.21 (1H, dd, J=6.9, 2.1 Hz), 7.56-7.52 (3H, m), 7.48-7.44(2H, m), 7.44 (1H, m), 6.91 (1H, dd, J=2, 6 Hz), 6.39 (1H, s); HPLC: 7.45 min. The mixture was deoxygenated with bubbling N2 for about ten minutes, at which time the N3 line was removed the THF evaporated under reduced pressure The dried material was dissolved in ethyl acetate washed sequentially with saturated aqueous ammonium chloride, H2O and brine dried over Na2SO4 filtered evaporated under reduced pressure The isolated material was chromatographed on silica gel (hexanes-ethyl acetate, 4:1 v/v) and dried
来源 ID: ord-c160593f17fa439994b509f9af8840f1PubChem References
以下资料来自该化合物的公开数据库参考记录。