4-Fluoroiodobenzene → 2-[3-(4-fluorophenyl)-2E-propenyl]-1H-isoindole-1,3(2H)-dione

HRID 231481

반응식

HRID 231481 반응식
[CH2:1]([N:4]1[C:8](=[O:9])[C:7]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:6]2[C:5]1=[O:14])[CH:2]=[CH2:3].[F:15][C:16]1[CH:21]=[CH:20][C:19](I)=[CH:18][CH:17]=1>C(#N)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:3]/[CH:2]=[CH:1]/[N:4]2[C:8](=[O:9])[C:7]3[C:6](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:5]2=[O:14])=[CH:18][CH:17]=1

참가 물질

5

반응물 2

HCID 96054-FluoroiodobenzeneHCID 224401N-Allylphthalimide

생성물 1

HCID 703628262-[3-(4-fluorophenyl)-2E-propenyl]-1H-isoindole-1,3(2H)-dione

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6342Acetonitrile용매

실험 절차

N-Allylphthalimide (13.9 g, 74.3 mmol), 1-fluoro-4-iodobenzene (15.0 g, 67.6 mmol) triethylamine (15.0 g, 148 mmol) and Pd(OAc)2 (152 mg) were heated at 104° in a glass bomb with shaking for 18 h under an inert atmosphere. The reaction mixture was dissolved in hot acetonitrile. The catalyst was removed by filtration and the filtrate cooled to 0°. The precipitated white solid product was filtered off and dried under vacuum. This title material (12.55 g) was used without further purification.

후처리

  1. customThe catalyst was removed by filtration
  2. temperaturethe filtrate cooled to 0°
  3. filtrationThe precipitated white solid product was filtered off
  4. customdried under vacuum
  5. customThis title material (12.55 g) was used without further purification

출처 및 근거

ORD 기록
ord-5404c70d004748d9a2251a749c1b75f1
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847241

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