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HRID 280482作成日:2026年10月23日

Sodium Cyanide → 1-Naphthalenecarbonitrile, 3,4-dihydro-6-methoxy-

https://huagongshe.com/ja/reaction/280482

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CyanideHCID 8929—
反応物6-Methoxy-alpha-tetraloneHCID 14112—
反応物Aluminum(III) ChlorideHCID 6451240—
触媒Tetrabutylammonium BromideHCID 74236—
溶媒NitrobenzeneHCID 7416—
生成物1-Naphthalenecarbonitrile, 3,4-dihydro-6-methoxy-HCID 3014466—

反応手順

A mixture of 1.3 g of dry AlCl3, 0.64 g of dry NaCN, and 87 mg of tetrabutylammonium bromide (TBAB) in 8.7 ml of dry nitrobenzene (NB) was stirred for two hours under a nitrogen atmosphere. Then 1.53 g of 6-methoxytetralone (6-MT) were added to provide a reaction mixture containing the 6-MT, NaCN, and AlCl3 in a mol ratio of 1/1.5/1.1 and containing 5.6% of TBAB, based on the weight of 6-MT. The reaction mixture was stirred at 90° C. for 10 hours to form 6-methoxy-1-cyano-3,4-dihydronaphthalene (6-MCDN). After workup the VPC ratio of 6-MT/6-MCDN was determined to be 8/92. The process resulted in an 85% isolated yield of 6-MCDN.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04590013
出典データセットuspto-grants-1986_05
ORD IDord-6eb3ee04a8574d18843af026d2501f73
出典メモuspto-grants-1986_05