Ammonium Hydroxide → 6-phenoxy-2H-1-benzopyran-3-carboxaldehyde

HRID 466190Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 466190
[O:1]([C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH:14]=[CH:13][C:12]=2[CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:18](N1CCOCC1)=[O:19].P(Cl)(Cl)(Cl)=O.[OH-].[NH4+]>C(Cl)Cl>[O:1]([C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][C:14]([CH:18]=[O:19])=[CH:13][C:12]=2[CH:17]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 14923Ammonium HydroxideHCID 20417N-FormylmorpholineHCID 24813Phosphorus oxychlorideHCID 198156156-phenoxy-2H-1-benzopyran

Produkt 1

HCID 149712656-phenoxy-2H-1-benzopyran-3-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

6-Phenoxy-2H-1-benzopyran (3.36 g, 15 mmol) and N-formylmorpholine (10.4 g, 90 mmol) are dissolved in 10.5 ml of methylene chloride and treated with phosphorus oxychloride (13.8 g, 90 mmol) at 0° C. over 15 minutes. The mixture is then heated at 60° C. for 27 hours, cooled and poured slowly into an ice-water mixture. The mixture is then neutralized with aqueous ammonium hydroxide, and extracted twice with methylene chloride. The combined organic extracts are washed with water, dried (MgSO4), and evaporated to give crude 6-phenoxy-2H-1-benzopyran-3-carboxaldehyde, which is used without further purification.

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted twice with methylene chloride
  3. washThe combined organic extracts are washed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d06081969dae465aaa28a5bee1c87b47
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05155130

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