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HRID 222822作成日:2026年10月26日

1-Methylimidazole → Ethyl 2-acetylamino-3-oxooctadecanoate

https://huagongshe.com/reaction/222822

反応式

関与物質

役割名称HCID仕込み量
反応物1-MethylimidazoleHCID 1390—
反応物Palmitoyl chlorideHCID 8206—
反応物TriethylamineHCID 8471—
反応物Ethyl acetamidoacetateHCID 74702—
触媒Titanium TetrachlorideHCID 24193—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物Ethyl 2-acetylamino-3-oxooctadecanoateHCID 8663848466.2%

反応条件

温度-20 °C

反応手順

A toluene solution (33.0 ml) of N-acetylglycine ethyl ester (1.00 g, 6.89 mmol) and N-methylimidazole (679 mg, 8.27 mmol) was cooled to −20° C., and palmitoyl chloride (1.89 g, 6.89 mmol) was added thereto in nitrogen atmosphere. After the mixture was stirred for 30 minutes at the same temperature, titanium tetrachloride (4.57 mg, 24.12 mmol) and triethylamine (2.79 g, 27.56 mmol) were added thereto. The resulting mixture was stirred for 2 hours at −20° C. Water (20 mL) was added thereto, and the mixture was heated to room temperature, and the organic layer was separated. It was confirmed by comparative analysis with sample product using HPLC that the organic layer contained 1.75 g of the title compound (yield: 66%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08207370B2
出典データセットuspto-grants-2012_06
ORD IDord-0a19c46d04e844ffb7ec9fc4f180016d
出典メモuspto-grants-2012_06