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HRID 1771459作成日:2026年10月26日

Methyl 4-(1-bromo-6-methoxynaphthalen-2-yl)benzoate → Methyl 4-(6-methoxy-1-methylnaphthalen-2-yl)benzoate

https://huagongshe.com/reaction/1771459

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl 4-(1-bromo-6-methoxynaphthalen-2-yl)benzoateHCID 67974719—
反応物HCID 178477798HCID 178477798—
触媒HCID 178418397HCID 178418397—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl 4-(6-methoxy-1-methylnaphthalen-2-yl)benzoateHCID 6797496885%

反応条件

温度60 °C

反応手順

A mixture of methyl 4-(1-bromo-6-methoxynaphthalen-2-yl)benzoate (300 mg, 0.811 mmol) (see Example 12 step 1), MeZnCl (1.2 mL, 2.40 mmol, 2M in THF) and Pd(PPh3)4 (93.8 mg, 0.0811 mmol) in anhydrous THF (10 mL) was stirred at 60° C. under N2 atmosphere for 16 hours. After cooling to room temperature, the mixture was quenched with saturated aqueous NH4Cl (20 mL), extracted with EtOAc (20 mL×3). The combined organic layers were washed with H2O (20 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column (PE/EtOAc=300/1 to 200/1) to give the product (210 mg, yield 85%) as a solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09249132B2
出典データセットuspto-grants-2016_02
ORD IDord-b88c74d2a79246f7acf9fe564c887fdb
出典メモuspto-grants-2016_02