Sodium Hydroxide → 4-chloro-6-methylfuro[3,2-c]pyridine

HRID 1382993ノート

反応式

HRID 1382993 の反応式
[CH3:1][C:2]1[NH:7][C:6](=O)[C:5]2[CH:9]=[CH:10][O:11][C:4]=2[CH:3]=1.P(Cl)(Cl)([Cl:14])=O.[OH-].[Na+]>>[Cl:14][C:6]1[C:5]2[CH:9]=[CH:10][O:11][C:4]=2[CH:3]=[C:2]([CH3:1])[N:7]=1

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 12237176HCID 12237176、化合物

生成物 1

HCID 122371844-chloro-6-methylfuro[3,2-c]pyridine収率 96%

反応条件

温度
100 °C

実験手順

A mixture of 6-methylfuro[3,2-c]pyridin-4(5H)-one (11.9 g, 0.08 mol) and phosphorus oxychloride (15.2 ml, 0.163 mol) was heated, under a nitrogen atmosphere, at 100° C. for 1.5 hours. The cooled blackish liquid was poured onto crushed ice and the solution made basic with sodium hydroxide solution. The precipitated product was extracted into methylene chloride. This solution was dried over anhydrous sodium sulfate, filtered through a pad of charcoal and evaporated. Pure product was collected by filtration after the residue was triturated with hexane to give 12.9 g (96% yield), mp: 64.5°-66° C.

後処理

  1. additionThe cooled blackish liquid was poured
  2. customonto crushed ice
  3. extractionThe precipitated product was extracted into methylene chloride
  4. dry with materialThis solution was dried over anhydrous sodium sulfate
  5. filtrationfiltered through a pad of charcoal
  6. customevaporated
  7. filtrationPure product was collected by filtration after the residue
  8. customwas triturated with hexane
  9. customto give 12.9 g (96% yield), mp: 64.5°-66° C.

出典と根拠

ORDレコード
ord-170d0d1eee784ba2989566044e8bbf28
出典データセット
uspto-grants-1989_02
特許番号
US04808595

反応ノート

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