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

HRID 964102ノート

反応式

HRID 964102 の反応式
[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

参加物

5

反応物 2

HCID 792441H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)-HCID 178516071HCID 178516071、化合物

生成物 1

HCID 190791522-(Phthalimidomethyloxy)pyridine収率 39.3%

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 241Benzene溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0963a453584747558468c369c862f080
出典データセット
uspto-grants-1998_06
特許番号
US05767121

反応ノート

読み込み中…