1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)- → 2-(Phthalimidomethyloxy)pyridine

HRID 964102노트

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HRID 964102 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:9][N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20]>C1C=CC=CC=1.C(=O)([O-])[O-].[Ag+2]>[C:11]1(=[O:20])[N:10]([CH2:9][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]12

참가 물질

5

반응물 2

HCID 792441H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)-HCID 178516071HCID 178516071, 화합물

생성물 1

HCID 190791522-(Phthalimidomethyloxy)pyridine수율 39.3%

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 241Benzene용매

반응 조건

온도
80 °C

실험 절차

In 4 ml of benzene were suspended 0.095 g (1.0 mmol) of 2-hydroxypyridine and 0.14 g (0.5 mmol) of silver carbonate, N-bromomethylphthalimide [0.29 g (1.2 mmol)] was added at room temperature, and the mixture was stirred at 80° C. for 14 hours under heating. After cooling, the residue was filtered and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate/hexane=10:1) to obtain powder. The powder was recrystallized from ethyl acetate to obtain 0.10 g of the desired compound (yield: 39.0%, colorless columns).

후처리

  1. additionwas added at room temperature
  2. temperatureunder heating
  3. temperatureAfter cooling
  4. filtrationthe residue was filtered
  5. distillationthe solvent was distilled off
  6. customThe residue was purified by column chromatography (eluent: ethyl acetate/hexane=10:1)
  7. customto obtain powder
  8. customThe powder was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-0963a453584747558468c369c862f080
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05767121

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