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HRID 1514007作成日:2026年10月25日

1,2-Dimethoxyethane → 4-Hydroxy-(1,1'-biphenyl)-3-carbaldehyde

https://huagongshe.com/reaction/1514007

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DimethoxyethaneHCID 8071—
反応物Sodium CarbonateHCID 10340—
反応物Phenylboronic AcidHCID 66827—
反応物5-BromosalicylaldehydeHCID 72863—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物4-Hydroxy-(1,1'-biphenyl)-3-carbaldehydeHCID 1226465878.3%

反応手順

In an atmosphere of argon, 496 g (2.46 mol) of 5-bromosalicylaldehyde, 361 g (2.96 mol) of phenylboronic acid, 57 g (49.0 mmol) of tetraxis(triphenylphosphine)palladium(0), 8.6 L of DME and 784 g of sodium carbonate/3.7 L of water were charged, and subjected to heating under reflux with stirring for 17 hours. After cooling the resultant to room temperature, 3 L of toluene was added, and then an aqueous layer was removed. An organic layer was washed with water, and dried with magnesium sulfate. The solvent was distilled off under a reduced pressure. The crystals were purified by silica gel chromatography, whereby 382 g of 3-formyl-4-hydroxybiphenyl was obtained (yield: 78%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08221907B2
出典データセットuspto-grants-2012_07
ORD IDord-2177e73fe4ce40178b81097a8b81cb95
出典メモuspto-grants-2012_07