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HRID 509156作成日:2026年10月25日

Potassium Phosphate, Tribasic → 2-(2,4,6-Trimethylphenyl)-3-methoxy-cyclopent-2-enone

https://huagongshe.com/reaction/509156

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium Phosphate, TribasicHCID 62657—
反応物2,4,6-Trimethylbenzeneboronic acidHCID 292184—
反応物2-Bromo-3-methoxycyclopent-2-enoneHCID 11095426—
触媒palladium(II) acetateHCID 167845—
触媒2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
溶媒TolueneHCID 1140—
生成物2-(2,4,6-Trimethylphenyl)-3-methoxy-cyclopent-2-enoneHCID 1557764676.3%

反応条件

温度90 °C

反応手順

To a suspension of 2-bromo-3-methoxy-cyclopent-2-enone (6.75 g, 35.3 mmol), 2,4,6-trimethylphenyl boronic acid (6.99 g, 42.6 mmol) and freshly ground potassium phosphate (15 g, 70.6 mmol) in degassed toluene (180 ml) under nitrogen are added Pd(OAc)2 (159 mg, 0.71 mmol) and S-Phos (579 mg, 1.41 mmol), and the reaction heated to 90° C. with stirring under N2 for 4 hours. The reaction mixture is partitioned between ethyl acetate (150 ml) and water (150 ml), and the organic layer is removed, Silica gel is added to the organic layer, the solvent is evaporated under reduced pressure and the residue is purified by flash chromatography on silica gel to give 2-(2,4,6-trimethylphenyl)-3-methoxy-cyclopent-2-enone (6.2 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09096560B2
出典データセットuspto-grants-2015_08
ORD IDord-322cfeffc88d47a0b5314d424c032dea
出典メモuspto-grants-2015_08