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HRID 413675作成日:2026年10月24日

Methyl Ethyl Ketone → (R)-1-(4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-benzyl)-3-piperidinecarboxylic acid ethyl ester

https://huagongshe.com/ja/reaction/413675

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl Ethyl KetoneHCID 6569—
反応物Potassium CarbonateHCID 11430—
反応物Iodide IonHCID 30165—
反応物ethyl (3R)-piperidine-3-carboxylateHCID 185582—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
生成物(R)-1-(4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-benzyl)-3-piperidinecarboxylic acid ethyl esterHCID 5383576977%

反応条件

温度50 °C

反応手順

A mixture of the above iodide (1.80 g, 0.0044 mol), (R)-3-piperidinecarboxylic acid ethyl ester (0.69 g, 0.0044 mol) and anhydrous potassium carbonate (1.82 g, 0.0132 mol) in 2-butanone (30 ml) was heated to 50° C. for 6 h. After cooling, the mixture was diluted with ether (50 ml) and water (50 ml) and the phases were separated. The organic phase was washed with water (30 ml) and dried (MgSO4). The solvent was evaporated in vacuo and the oily residue (2.1 g) was purified by gradient column chromatography on silica gel (40 g) using benzene and ethyl acetate as eluents. The benzene/ethyl acetate (9:1) fraction afforded 1.50 g (77%) of (R)-1-(4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-benzyl)-3-piperidinecarboxylic acid ethyl ester.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06569849B1
出典データセットuspto-grants-2003_05
ORD IDord-58df006fae444ce5a99798597a2d0096
出典メモuspto-grants-2003_05