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HRID 24699作成日:2026年10月24日

Water → (2,6-Dicyanophenyl)boronic acid

https://huagongshe.com/ja/reaction/24699

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Trimethyl borateHCID 8470—
反応物IsophthalonitrileHCID 12276—
反応物Lithium diisopropylamideHCID 2724682—
溶媒Acetic AcidHCID 176—
溶媒TetrahydrofuranHCID 8028—
生成物(2,6-Dicyanophenyl)boronic acidHCID 22571817—

反応条件

温度-96 °C

反応手順

1,3-Dicyanobenzene (1.00 g) was dissolved in freshly distilled THF (70 mL). This solution was cooled to −96° C. and LDA (4.2 mL of a 2M solution) was added dropwise to the cold solution under N2. The mixture was stirred for 30 min at −96° C. and (MeO)3B (1.3 mL) was added. The resulting mixture was allowed to warm to room temperature and stirred overnight. Water was added and the resulting mixture was stirred for 0.5 h, then acidified with HOAc and extracted with EtOAc. The organic layer was further washed with water and brine, dried (MgSO4), filtered and evaporated. The residue was taken up in CH2Cl2, filtered and evaporated to yield 2,6-dicyanobenzeneboronic acid (0.56 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06855843B2
出典データセットuspto-grants-2005_02
ORD IDord-ee26bd4b04f6458fba5b11f5bfdac889
出典メモuspto-grants-2005_02