戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 2199170作成日:2026年10月25日

Maleic Anhydride → Levopimaric acid

https://huagongshe.com/reaction/2199170

反応式

関与物質

役割名称HCID仕込み量
反応物Maleic AnhydrideHCID 7923—
反応物Abietic AcidHCID 10569—
反応物(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triolHCID 5280656—
溶媒Acetic AcidHCID 176—
生成物Levopimaric acidHCID 221062—

反応条件

温度120 °C

反応手順

Example 1 describes the preparation of quaternary ammonium-containing rosin acids and rosin esters, according to the exemplary method shown in FIG. 1. The synthesis for the integration of quaternary ammonium group into the moiety of rosin is described as follows: The abietic acid, maleic anhydride and acetic acid were mixed in a round bottom flask under a nitrogen atmosphere and heated at 120° C. for 12 h to yield levopimaric acid. The levopimaric acid is stirred with dimethylethylenediamine at 85° C. for 8 h, yielding a rosin-derived tertiary ammonium derivative, which is then stirred with an alkyl halide (e.g. bromoethane, bromohexane, bromooctane and bromododecane) at 40° C. in tetrahydrofuran for 48 h to yield quaternary ammonium-containing rosin acid 1. The quaternary ammonium-containing rosin acid is dissolved in thionyl chloride and refluxed for 12 h. Then, thionyl chloride is removed by reduced pressure distillation. Ethanol, triethylamine and tetrahydrofuran are added and stirred at room temperature for 24 h to yield the ethyl ester of quaternary ammonium-containing rosin acid 2.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09357775B2
出典データセットuspto-grants-2016_06
ORD IDord-4bace5f2f507489a963b1c19518747f2
出典メモuspto-grants-2016_06