戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 575821作成日:2026年10月24日

Potassium Carbonate → 2-Methyl-5-methylsulfonyl-2,3-dihydro-1-benzofuran

https://huagongshe.com/ja/reaction/575821

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物L-ProlineHCID 145742—
反応物5-Bromo-2-methyl-2,3-dihydro-1-benzofuranHCID 13301601—
反応物HCID 178504973HCID 178504973—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
溶媒Dimethyl SulfoxideHCID 679—
生成物2-Methyl-5-methylsulfonyl-2,3-dihydro-1-benzofuranHCID 11802201950%

反応手順

A mixture of 5-bromo-2-methyl-2,3-dihydro-1-benzofuran (1.0 g, 4.72 mmol), CH3SO2Na (730 mg, 7.08 mmol), L-proline (110 mg, 0.94 mmol), K2CO3 (120 mg, 0.94 mmol) and CuI (89 mg, 0.47 mmol) in DMSO (10 mL) was irradiated at 140° C. for 2 h under microwave. The mixture was extracted with EtOAc (2×30 mL). The combined organic layers were washed with brine (30 mL), dried over Na2SO4, filtered and concentrated to give the crude product that was purified by column chromatography on silica gel (PE/EA=2/1) to give the title compound (500 mg, 50%). 1H NMR (CDCl3, 400 MHz) δ 7.71-7.70 (m, 2H), 6.86-6.82 (m, 1H), 5.08-5.03 (m, 1H), 3.41-3.35 (m, 1H), 3.02 (s, 3H), 2.89-2.83 (m, 1H), 1.56 (d, J=6.4 Hz, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09034900B2
出典データセットuspto-grants-2015_05
ORD IDord-6ba6bf3a8587433f9f890c0626dc4d42
出典メモuspto-grants-2015_05