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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1626240생성일: 2026년 10월 25일

2-Bromotoluene → Benzenamine, 2-methyl-N-(2-methylphenyl)-

https://huagongshe.com/reaction/1626240

반응식

참여 물질

역할이름HCID투입량
반응물2-BromotolueneHCID 7236—
반응물2-ChlorotolueneHCID 7238—
반응물Lithium amideHCID 24532—
반응물2-(Di-tert-butylphosphino)biphenylHCID 2734215—
반응물Sodium t-butoxideHCID 23676156—
촉매(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매TolueneHCID 1140—
용매Diethyl EtherHCID 3283—
생성물Benzenamine, 2-methyl-N-(2-methylphenyl)-HCID 13642372%

반응 단계

The round bottom flask was heated then allow to cool to room temperature under argon. Add Pd2(dba)3 (1.39 g, 1.52 mmoles, 1.0 mol %) or Pd(dba)2 (1.38 g, 2.4 mmol, 1.4 mol %), 2-(di-tert-butylphosphino)biphenyl (1.09 g, 3.65 mmol, 2.4 mol %), 2-bromotoluene (40 mL, 332.1 mmoles) or 2-chlorotoluene (39 mL, 332.1 mmoles), lithium amide (3.47 g, 151.1 mmol, 45 mol %), sodium t-butoxide 29.5 g, 297.7 mmoles, 90 mol %), then toluene (150 mL). Heat at 80° C. under argon overnight. Let cool to room temperature. Diluted with diethyl ether then filtered through a pad of celite. Concentrated the resulting filtrate in vacuo. Used in the next reaction without purification. Purified the resulting residue by column chromatography with hexane to give the product as white crystals with a yellow tint (23.4 g, 118.6 mmol, 72% yield).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08785434B2
출처 데이터셋uspto-grants-2014_07
ORD IDord-bc28434e357143fbb628c77639ce971c
출처 메모uspto-grants-2014_07