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HRID 1764721作成日:2026年10月25日

Methanol → 3-nitro-5-oxo-6,7,8,9-tetrahydro [5H] benzocycloheptene-7-carbonitrile

https://huagongshe.com/reaction/1764721

反応式

関与物質

役割名称HCID仕込み量
反応物MethanolHCID 887—
反応物Acetone CyanohydrinHCID 6406—
反応物Potassium CarbonateHCID 11430—
反応物8,9-dihydro-3-nitro-5H-benzocyclohepten-5-oneHCID 20094732—
溶媒TetrahydrofuranHCID 8028—
生成物3-nitro-5-oxo-6,7,8,9-tetrahydro [5H] benzocycloheptene-7-carbonitrileHCID 54523296—

反応条件

温度90 °C

反応手順

A mixture of 50 g of 3-nitro-8,9-dihydro [5H] benzocycloheptene-5-one, 1200 ml of methanol, 120 ml of tetrahydrofuran, 100 ml of a 10% aqueous potassium carbonate and 50 ml of acetone cyanhydrin under nitrogen was refluxed for an hour in a bath at 90° C. and the mixture was concentrated to about 200 ml under reduced pressure. The mixture was cooled to 20° C. and was extracted with methylene chloride. The organic phase was washed with water, dried and distilled to dryness under reduced pressure. The 58 g of brown oil residue were crystallized from 50 ml of methanol and the mixture was vacuum filtered to obtain 46 g of 3-nitro-5-oxo-6,7,8,9-tetrahydro [5H] benzocycloheptene-7-carbonitrile with a melting point of 107° C. and then 120° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04117164
出典データセットuspto-grants-1978_09
ORD IDord-2b0346b56d1d41af8c8e1dd4e1b2dc2c
出典メモuspto-grants-1978_09