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HRID 53280作成日:2026年10月23日

Lithium Chloride → Methyl 1,1-dimethyl-3-phenyl-1H-indene-5-carboxylate

https://huagongshe.com/ja/reaction/53280

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TributylphenyltinHCID 607632—
反応物Methyl 1,1-dimethyl-3-(trifluoromethanesulfonyloxy)-1H-indene-5-carboxylateHCID 19034466—
触媒TriphenylarsineHCID 11773—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒WaterHCID 962—
生成物Methyl 1,1-dimethyl-3-phenyl-1H-indene-5-carboxylateHCID 1903443683.1%

反応手順

Methyl 1,1-dimethyl-3-(trifluoromethanesulfonyloxy)-1H-indene-5-carboxylate (580 mg, 1.86 mmol ), tris(dibenzylideneacetone)dipalladium (0) (Pd2 dba3, 17 mg, 0.02 mmol), triphenylarsine (46 mg, 0.15 mmol), lithium chloride (240 mg, 5.59 mmol) and phenyltributyltin (680 mg, 1.86 mmol) in 5 mL of 2-methyl pyrrolidinone were stirred at 55° C. for 1.5 days. The mixture was diluted with water (30 mL), and extracted with ethyl ether (30 mL×3). The combined extracts were dried over magnesium sulfate and evaporated. The residue was purified by flash chromatography (EtOAc:hexane=1:20 to 1:5) to give 0.43 g (83% yield) of the title compound as a white solid; 1H-NMR (CDCl3) δ1.41 (s, 6H), 3.91 (s, 3H), 6.48 (s, 1H), 7.39-7.62 (m, 6H), 7.99 (d, J=6.8 Hz, 1H), 8.14 (s, 1H); MS m/e 279 (MH+).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05618839
出典データセットuspto-grants-1997_04
ORD IDord-99ab55077d4f4d628237162ea7b5467e
出典メモuspto-grants-1997_04