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HRID 1822283作成日:2026年10月26日

Hydrochloric Acid → 3-[4-(3-Benzyloxy-5-methyl-phenoxy)-2-methyl-phenyl]-acrylic acid ethyl ester

https://huagongshe.com/reaction/1822283

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Potassium CarbonateHCID 11430—
反応物3-(Benzyloxy)-5-methylphenolHCID 10998379—
反応物3-(4-Fluoro-2-methyl-phenyl)-acrylic acid ethyl esterHCID 53717724—
溶媒Dimethyl SulfoxideHCID 679—
溶媒Diethyl EtherHCID 3283—
生成物3-[4-(3-Benzyloxy-5-methyl-phenoxy)-2-methyl-phenyl]-acrylic acid ethyl esterHCID 6907967758.6%

反応条件

温度130 °C

反応手順

A mixture of 3-benzyloxy-5-methyl-phenol (3.24 g, 15.1 mmol), 3-(4-fluoro-2-methyl-phenyl)-acrylic acid ethyl ester (3.15 g, 15.1 mmol) and 325 mesh potassium carbonate (2.51 g, 18.2 mmol) in dry DMSO (40 mL) is heated to 130° C. and stirred for 20 hours under N2. The reaction is cooled and acidified with 1 N HCl (30 mL). The mixture is then diluted with Et2O and extracted with water. The organic layer is dried (Na2SO4), and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 9/1 hexanes/ethyl acetate to afford 3.56 g (58%) of the title compound. Rf=0.39 (4/1 hexanes/EtOAc). 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calculated for C26H26O4 402, found 403 (M+1, 100%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07608639B2
出典データセットuspto-grants-2009_10
ORD IDord-f68ddca77c1d4435a48459c8f2bbe4d8
出典メモuspto-grants-2009_10