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HRID 925101作成日:2026年10月25日

Cyclohexene → 1,1,3-Trimethylindan-4-amine

https://huagongshe.com/reaction/925101

反応式

関与物質

役割名称HCID仕込み量
反応物CyclohexeneHCID 8079—
反応物(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-amineHCID 14535936—
触媒HCID 178418390HCID 178418390—
生成物1,1,3-Trimethylindan-4-amineHCID 11217541—

反応条件

温度150 °C

反応手順

Into a reaction vessel were charged 6.00 parts by weight of (3R)-1,1,3-trimethyl-4-aminoindane (optical purity of 96.5% ee) and 1.60 parts by weight of 5% palladium-carbon (STD-type, manufactured by N. E. Chemcat Corporation), thereby obtaining a mixture. The reaction vessel was sealed, the gas in the reaction vessel was replaced with nitrogen, and then the mixture was stirred at 150° C. to obtain a reaction mixture. While stirring the obtained reaction mixture, 1.40 parts by weight of cyclohexene was added dropwise thereto over 5 hours. Thereafter, the reaction mixture was cooled and filtered. The obtained solid was washed with 20 parts by weight of 2-propanol. The washing liquid recovered after washing and the filtrate obtained by filtration were combined. The combined mixture was concentrated under reduced pressure to obtain 5.63 parts by weight of 1,1,3-trimethyl-4-aminoindane. The obtained 1,1,3-trimethyl-4-aminoindane had an optical purity of 0.29% ee and a recovery rate of 93.8%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09284260B2
出典データセットuspto-grants-2016_03
ORD IDord-3c5b0c32142745efb9b0e9524251feb9
出典メモuspto-grants-2016_03