Phosphorus oxide (P4O10) → 6-nitro-3,4-dihydro-2H-1-benzopyran-4-one

HRID 493139ノート

反応式

HRID 493139 の反応式
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>S(=O)(=O)(O)O>[N+:1]([C:4]1[CH:5]=[C:6]2[C:7](=[CH:14][CH:15]=1)[O:8][CH2:9][CH2:10][C:11]2=[O:13])([O-:3])=[O:2]

参加物

4

反応物 2

HCID 14812Phosphorus oxide (P4O10)HCID 3515353-(4-Nitrophenoxy)propionic acid

生成物 1

HCID 52288316-nitro-3,4-dihydro-2H-1-benzopyran-4-one収率 94%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
60 °C

実験手順

A mixture of 3-(4-nitrophenoxy)propanoic acid (6.5 g, 30 mmol), concentrated sulfuric acid (30 mL) and phosphorus pentoxide (5.2 g, 37 mmol) is stirred at 60° C. for 3 hours, poured onto ice, stirred for 15 minutes and extracted with ethyl acetate. The organic phase is washed with saturated aqueous sodium bicarbonate, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a beige solid, 5.5 g (94% yield) mp 171-173° C., identified by NMR and mass spectral analyses.

後処理

  1. additionpoured onto ice
  2. stirringstirred for 15 minutes
  3. extractionextracted with ethyl acetate
  4. washThe organic phase is washed with saturated aqueous sodium bicarbonate
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f12492a915ed4c0a8c8bc209850d7b41
出典データセット
uspto-grants-2009_05
特許番号
US07534801B2

反応ノート

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