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HRID 57778作成日:2026年10月24日

Dichloromethane → (3-Phenyl-5-isoxazolyl)methanol

https://huagongshe.com/ja/reaction/57778

反応式

関与物質

役割名称HCID仕込み量
反応物DichloromethaneHCID 6344—
反応物Propargyl alcoholHCID 7859—
反応物(Z)-Benzaldehyde oximeHCID 12143—
反応物ChlorosuccinimideHCID 31398—
溶媒TriethylamineHCID 8471—
生成物(3-Phenyl-5-isoxazolyl)methanolHCID 276341776.8%

反応手順

10.0 mmol of Benzaldehyde oxime and 30 ml of dry dichloromethane were added into a 250 ml single-necked round-bottom flask. After the addition of 1.60 g (12.0 mmol) of N-chlorosuccinimide (NCS) under stirring, the mixture was slightly heated until NCS was completely dissolved. 0.56 g (10.0 mmol) of 2-propyn-1-ol was added dropwise, and then 20 ml solution of triethylamine in dichloromethane containing 10.1 g (10.0 mmol) of triethylamine was slowly added dropwise. After the addition was complete, the system was refluxed. After the completion of the reaction monitored by TLC, the mother liquor was washed with water, dried over anhydrous sodium sulfate and was separated on column (Vpetroleum ether:Vethyl acetate=5:1-2:1) to give 3-phenyl-5-hydroxymethyl-isoxazole in 76.8% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09434741B2
出典データセットuspto-grants-2016_09
ORD IDord-3d742c6dc93b4aa08164691e7afb0562
出典メモuspto-grants-2016_09