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HRID 1032491作成日:2026年10月27日

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

https://huagongshe.com/reaction/1032491

反応式

関与物質

役割名称HCID仕込み量
反応物Propargyl bromideHCID 7842—
反応物Diisopropyl EtherHCID 7914—
反応物5-MethylfurfuralHCID 12097—
反応物MagnesiumHCID 5462224—
触媒Propargyl bromideHCID 7842—
触媒ZincchlorideHCID 3007855—
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 (14.6 g), dry zinc chloride (6.8 g) and dry tetrahydrofuran (110 g). Propargyl bromide (0.88 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 bromide (64.5 g), tetrahydrofuran (55 g) and isopropyl ether (55 g) was dropwise added to the reaction mixture at 50° C. in 1.5 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 (60.5 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-15edd6bc59dc4428bbb802a9b314251a
出典メモuspto-grants-1990_09