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HRID 1643543作成日:2026年10月27日

Lithium Chloride → 5-Methoxy-2-methyl-benzofuran-7-carboxylic acid methyl ester

https://huagongshe.com/reaction/1643543

反応式

関与物質

役割名称HCID仕込み量
反応物Lithium ChlorideHCID 433294—
反応物3-Allyl-2-hydroxy-5-methoxy-benzoic acid methyl esterHCID 14838669—
触媒Cupric acetateHCID 8895—
触媒Palladium ChlorideHCID 24290—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物5-Methoxy-2-methyl-benzofuran-7-carboxylic acid methyl esterHCID 59560465100.9%

反応手順

To a solution of 3-allyl-2-hydroxy-5-methoxy-benzoic acid methyl ester (4b) (1.48 g, 6.66 mmol) in DMF (30 mL) was added Cu(OAc)2 (3.63 g, 19.98 mmol), LiCl (847 mg, 19.98 mmol) in H2O (1 mL) and PdCl2 (24 mg, 0.133 mmol). The reaction mixture was stirred at RT for 3 h, quenched with H2O (100 mL) and NH4OH (5 mL) and extracted with EtOAc (100 mL). The organic layer was washed with H2O (100 mL), dried over MgSO4 and concentrated. The residue was purified by flash column chromatograph eluting with 10-15% EtOAc/hexane to give colorless oil (1.48 g, 48%). 1H NMR (400 MHz, CDCl3) δ 7.43 (d, J=2.53 Hz, 1 H) 7.17 (d, J=2.53 Hz, 1 H) 6.36 (s, 1 H) 4.00 (s, 3 H) 3.87 (s, 3 H) 2.51 (s, 3 H)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08119624B2
出典データセットuspto-grants-2012_02
ORD IDord-acc340d7a3a844cf94629aad272434ef
出典メモuspto-grants-2012_02