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HRID 732237作成日:2026年10月25日

Boron trifluoride → 4-(5-Isopropyl-2-Methyl-1,3-Thiazol-4-Yl)-Phenol

https://huagongshe.com/reaction/732237

反応式

関与物質

役割名称HCID仕込み量
反応物Boron trifluorideHCID 6356—
反応物Sodium CyanideHCID 8929—
反応物Bromic acidHCID 24445—
反応物5-Isopropyl-4-(4-Methoxy-Phenyl)-2-Methyl-1,3-ThiazoleHCID 57838363—
触媒Tetrabutylammonium IodideHCID 67553—
溶媒Acetic AcidHCID 176—
溶媒Dimethyl SulfoxideHCID 679—
溶媒Diethyl EtherHCID 3283—
生成物4-(5-Isopropyl-2-Methyl-1,3-Thiazol-4-Yl)-PhenolHCID 16202444—

反応手順

In the fourth step, the compound (5) prepared in the third step is reacted with bromic acid and acetic acid, sodium cyanide and dimethylsulfoxide, or tetrabutylammonium iodide and boron trifluoride.diethylether, to afford 4-(5-isopropyl-2-methyl-1,3-thiazol-4-yl)-phenol (6). Conventionally, ethanethiol is used, whereby offensive odors occur and reagent handling is difficult to the extent of being unsuitable for use in mass production. However, in the present invention, the use of the compound (5) and the above materials reacting therewith, in particular, bromic acid and acetic acid result in decreased offensive odors, low price, simple reagent handling and a drastically increased preparation yield (yield: 84%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07585979B2
出典データセットuspto-grants-2009_09
ORD IDord-125362ffe0174e0bb4b5bb8def022a0f
出典メモuspto-grants-2009_09