Potassium Carbonate → 1,1'-(2-Nitro-[1,1'-biphenyl]-4,4'-diyl)diethanone

HRID 337391

반응식

HRID 337391 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[C:14]([C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][CH:18]=1)(=[O:16])[CH3:15].C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N+:11]([C:3]1[CH:4]=[C:5]([C:8](=[O:10])[CH3:9])[CH:6]=[CH:7][C:2]=1[C:20]1[CH:21]=[CH:22][C:17]([C:14](=[O:16])[CH3:15])=[CH:18][CH:19]=1)([O-:13])=[O:12]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 877371-(4-Bromo-3-nitrophenyl)ethan-1-oneHCID 37021224-Acetylphenylboronic acid

생성물 1

HCID 712724381,1'-(2-Nitro-[1,1'-biphenyl]-4,4'-diyl)diethanone

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

1-(4-bromo-3-nitrophenyl)ethanone (2 g, 8.20 mmol) and (4-acetylphenyl)boronic acid (2.016 g, 12.29 mmol), aq.K2CO3 (2M, 12.08 mL, 24.17 mmol) and Pd(PPh3)4 (0.33 g, 0.286 mmol) were dissolved in toluene (40 mL) and heated at 110° C. for 2 days. The crude product was extracted with DCM and purified on silica gel (0-100% EtOAc/Hexane). Fractions were concentrated to give the title compound as a white solid.

후처리

  1. extractionThe crude product was extracted with DCM
  2. custompurified on silica gel (0-100% EtOAc/Hexane)
  3. concentrationFractions were concentrated

출처 및 근거

ORD 기록
ord-5888ef84265e42a29b1c8e06e2dd6979
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889726B2

연결된 노트

불러오는 중…