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HRID 606508作成日:2026年10月26日

Toluene → methyl N-[(3'-cyanobiphenyl-4-yl)sulfonyl]valinate

https://huagongshe.com/reaction/606508

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Sodium CarbonateHCID 10340—
反応物3-Cyanophenylboronic acidHCID 2734325—
反応物methyl N-[(4-bromophenyl)sulfonyl]-L-valinateHCID 47337186—
触媒HCID 178418397HCID 178418397—
溶媒EthanolHCID 702—
溶媒Ethyl AcetateHCID 8857—
生成物methyl N-[(3'-cyanobiphenyl-4-yl)sulfonyl]valinateHCID 6676916097%

反応手順

A suspension of methyl N-[(4-bromophenyl)sulfonyl]valinate obtained in Reference Example 92 (5.00 g, 14.3 mmol), (3-cyanophenyl)boronic acid (2.52 g, 17.1 mmol), tetrakis(triphenylphosphine)palladium (0.330 g, 0.286 mmol) and 2N aqueous sodium carbonate solution (8.57 mL, 17.1 mmol) in EtOH (15 mL)-toluene (50 mL) was heated under reflux for 8 hr under nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from hexane-ethyl acetate to give the title compound as a yellow powder (5.18 g, 97%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07915267B2
出典データセットuspto-grants-2011_03
ORD IDord-8b03e056be9b4eecb0cb5a8f50d27b6a
出典メモuspto-grants-2011_03