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HRID 566426作成日:2026年10月27日

Hydrochloric Acid → 6-(Hydroxymethyl)-N-(2-piperidinoethyl)-3-cyclohexene-1-carboxamide

https://huagongshe.com/reaction/566426

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物N-(2-Aminoethyl)piperidineHCID 33944—
反応物Tetrahydrophthalic anhydride, cis-HCID 98495—
反応物Sodium borohydrideHCID 4311764—
溶媒WaterHCID 962—
溶媒IsopropanolHCID 3776—
生成物6-(Hydroxymethyl)-N-(2-piperidinoethyl)-3-cyclohexene-1-carboxamideHCID 21266117—

反応条件

温度140 °C

反応手順

N-(2-Aminoethyl)piperidine (2.11 g) was added to cis-4-cyclohexene-1,2-dicarboxylic anhydride (2.50 g) and stirred for 6 hours at 140° C. The reaction mixture was suspended into a mixed solution of 2-propanol (125 ml) and water (21 ml) and then sodium borohydride (3.12 g) was added thereto at room temperature. After being stirred for 68 hours at room temperature, the reaction mixture was acidified with dilute hydrochloric acid and then concentrated. The residue was adjusted to pH 9 with saturated sodium hydrogencarbonate aqueous solution and 1N sodium hydroxide, and then extracted with ethyl acetate. The extract was washed with saturated brine, dried over sodium sulfate anhydride, and concentrated, thereby yielding a crude (3.34 g) containing the entitled compound as brown syrup.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06174885B1
出典データセットuspto-grants-2001_01
ORD IDord-c1fd2ea043c24870adbe68e0b74e7971
出典メモuspto-grants-2001_01