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

HRID 493139

반응식

HRID 493139 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f12492a915ed4c0a8c8bc209850d7b41
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534801B2

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