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Hydrochloric Acid → (4-Fluorophenoxy)-2-phenylisoindol-1,3-dione

HRID 1353061
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HRID 1353061 반응식
[N+]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]2=[O:20])([O-])=O.[F:21][C:22]1[CH:27]=[CH:26][C:25]([O-:28])=[CH:24][CH:23]=1.[Na+].Cl>CN(C=O)C>[F:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:11]2[CH:12]=[CH:4][CH:5]=[C:6]3[C:10]=2[C:9](=[O:13])[N:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:7]3=[O:20])=[CH:24][CH:23]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7626004-Nitro-N-phenylphthalimideHCID 23682312Sodium 4-fluorophenolate

생성물 1

HCID 69424537(4-Fluorophenoxy)-2-phenylisoindol-1,3-dione수율 41%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

5-Nitro-2-phenylisoindole-1,3-dione (5.9 g, 22 mmol) was dissolved in DMF (40 ml) and sodium 4-fluorophenolate (3.1 g, 23.1 mmol) was added. The resulting mixture was stirred at 100° C. for 2 hours under an argon atmosphere. The mixture was allowed to cool to RT then poured into 4% aqueous HCl. The yellow precipitate which formed was filtered off, washed with water and recrystallised (DCM/TBME) to yield (4-fluorophenoxy)-2-phenylisoindol-1,3-dione (2.4 g, 41%);

후처리

  1. temperatureto cool to RT
  2. customThe yellow precipitate which formed
  3. filtrationwas filtered off
  4. washwashed with water
  5. customrecrystallised (DCM/TBME)

출처 및 근거

ORD 기록
ord-70e610c15fa545eb90c52a3736970133
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07220777B2

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