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HRID 1474683作成日:2026年10月25日

2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → Tert-butyl 2-(4-benzyloxy-2-methoxyphenyl)acetate

https://huagongshe.com/reaction/1474683

反応式

関与物質

役割名称HCID仕込み量
反応物2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
反応物4-(Benzyloxy)-1-bromo-2-methoxybenzeneHCID 12985923—
反応物HCID 178451183HCID 178451183—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TetrahydrofuranHCID 8028—
溶媒Ethyl AcetateHCID 8857—
生成物Tert-butyl 2-(4-benzyloxy-2-methoxyphenyl)acetateHCID 6730473898.2%

反応条件

温度60 °C

反応手順

To a solution of 4-(benzyloxy)-1-bromo-2-methoxybenzene (2.0 g, 6.82 mmol) in THF (20 ml) was added 2-tert-butoxy-2-oxoethylzinc chloride (27.3 ml, 13.64 mmol). Nitrogen gas bubbled through the mixture for 10 min. then Pd2(dba)3 (0.312 g, 0.341 mmol) and X-PHOS (0.325 g, 0.682 mmol) were added and the resulting mixture heated at 60° C. for 30 min. The mixture was cooled, diluted with ethyl acetate (20 mL), washed with aqueous ammonium chloride (saturated, 1×15 mL), dried over MgSO4, filtered and the solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 50M, using a gradient eluant of EtOAc/Hexane (0-50%) to afford the title compound (2.2 g, 98%). LC/MS (m/z): 351 (M+Na)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09018224B2
出典データセットuspto-grants-2015_04
ORD IDord-4f19ee91f67c4e97a22644771a898395
出典メモuspto-grants-2015_04