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HRID 230891作成日:2026年10月27日

Hydrochloric Acid → 2'-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-6'-hydroxyacetophenone

https://huagongshe.com/reaction/230891

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Potassium CarbonateHCID 11430—
反応物2',6'-DihydroxyacetophenoneHCID 69687—
反応物alpha-D-Glucopyranosyl bromide, tetraacetateHCID 101776—
触媒Benzyltributylammonium chlorideHCID 159952—
溶媒WaterHCID 962—
溶媒ChloroformHCID 6212—
生成物2'-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-6'-hydroxyacetophenoneHCID 1055279443.6%

反応手順

To a mixture of 2′,6′-dihydroxyacetophenone (1 g), potassium carbonate (4.54 g) and benzyltri(n-butyl)ammonium chloride (0.41 g) in chloroform (13 mL) were added water (0.5 mL) and acetobromo-α-D-glucose (2.7 g), and the mixture was stirred at room temperature for 24 hours. The reaction mixture was poured into water, and the mixture was acidified by addition of 2 mol/L hydrochloric acid. The resulting mixture was extracted with ethyl acetate, and the extract was washed with water and brine. The extract was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was treated with methanol, and the precipitated crystals were collected by filtration and dried under reduced pressure to give the title compound (1.38 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07566699B2
出典データセットuspto-grants-2009_07
ORD IDord-9d240b3dce7d47339874ef7064ae6587
出典メモuspto-grants-2009_07