2,4-Difluoroaniline → HCID 11312546, 화합물

HRID 896078노트

반응식

HRID 896078 반응식
FC1C=C(F)C=CC=1N.CC([O-])(C)C.[Na+].[Br:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[Cl:31])=[O:24])=[CH:19][CH:18]=1>O1CCOCC1.CC([O-])=O.CC([O-])=O.[Pd+2]>[Br:16][C:17]1[CH:18]=[CH:19][C:20]([CH:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[Cl:31])[OH:24])=[CH:21][CH:22]=1

참가 물질

6

반응물 3

HCID 97092,4-DifluoroanilineHCID 112086704-BROMO-2'-CHLOROBENZOPHENONEHCID 23676156Sodium t-butoxide

생성물 1

HCID 11312546HCID 11312546, 화합물수율 51.7%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 312751,4-Dioxane용매

실험 절차

2,4-Difluoroaniline (0.28 ml; 2.7 mmol), NaOtBu (260 mg; 2.7 mmol), Pd(OAc)2 (10 mg; 0.04 mmol), R-(+)-BINAP (10 mg; 0.02 mmol) and (4-bromo-phenyl)-(2-chloro-phenyl)-methanone (200 mg; 0.67 mmol) are dissolved in dioxan (3 ml) and refluxed for 20 min. The reaction mixture is poured on water and extracted with TBME twice. The combined organic phases are dried over Na2SO4, evaporated to dryness and purified via chromatography (SiO2; TBME/hexanes 5/95>2/8) to yield the title compound (103 mg; 44%) as brownish crystals. Recrystallisation from acetone hexanes yields colorless crystals (48 mg; 21%).

후처리

  1. temperaturerefluxed for 20 min
  2. additionThe reaction mixture is poured on water
  3. extractionextracted with TBME twice
  4. dry with materialThe combined organic phases are dried over Na2SO4
  5. customevaporated to dryness
  6. custompurified via chromatography (SiO2; TBME/hexanes 5/95>2/8)

출처 및 근거

ORD 기록
ord-b1e56401ea334921aa144689718b6042
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919336B2

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