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HRID 1032492作成日:2026年10月27日

5-Methylfurfural → 1-(5-Methylfuran-2-yl)but-3-yn-1-ol

https://huagongshe.com/reaction/1032492

反応式

関与物質

役割名称HCID仕込み量
反応物5-MethylfurfuralHCID 12097—
反応物3-Chloro-1-propyneHCID 12221—
反応物MagnesiumHCID 5462224—
触媒3-Chloro-1-propyneHCID 12221—
触媒Zinc bromideHCID 10421208—
溶媒TetrahydrofuranHCID 8028—
生成物1-(5-Methylfuran-2-yl)but-3-yn-1-olHCID 987741881%

反応条件

温度10 °C

反応手順

In the same flask as in Example 1, there were charged granular magnesium (24.3 g), dry zinc bromide (16.9 g) and dry tetrahydrofuran (110 g). Propargyl chloride (0.55 g) was added thereto at 10° C. while stirring. The resultant mixture was kept in an adiabatic condition, whereupon the reaction proceeded. When the heat generation stopped, a mixture of 5-methylfurfural (55.06 g), propargyl chloride (47.9 g) and tetrahydrofuran (110 g) was dropwise added to the reaction mixture at 35° C. in 2 hours while stirring under cooling. The resultant mixture was kept at room temperature for 30 minutes while stirring. After completion of the reaction, the reaction mixture was treated in the same manner as in Example 1 to give 2-(1-hydroxy-3-butynyl)-5-methylfuran (60.3 g) in a yield of 81% (based on the starting 5-methylfurfural).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04958033
出典データセットuspto-grants-1990_09
ORD IDord-54243eb0d5c14992899adfac3af73108
出典メモuspto-grants-1990_09