Ammonia → 2-oxo-2H-1-benzopyran-7-yl 4-hydroxybenzoate

HRID 2120515Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120515
N.COC([O:6][C:7]1[CH:26]=[CH:25][C:10]([C:11]([O:13][C:14]2[CH:24]=[CH:23][C:17]3[CH:18]=[CH:19][C:20](=[O:22])[O:21][C:16]=3[CH:15]=2)=[O:12])=[CH:9][CH:8]=1)=O>C(O)C>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([C:11]([O:13][C:14]2[CH:24]=[CH:23][C:17]3[CH:18]=[CH:19][C:20](=[O:22])[O:21][C:16]=3[CH:15]=2)=[O:12])=[CH:25][CH:26]=1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 234351152-oxo-2H-1-benzopyran-7-yl 4-methoxycarbonyloxybenzoate

Produkt 1

HCID 234351162-oxo-2H-1-benzopyran-7-yl 4-hydroxybenzoateAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

50 ml of saturated ethanolic ammonia solution is added dropwise to a solution of 12.2 g of 2-oxo-2H-1-benzopyran-7-yl 4-methoxycarbonyloxybenzoate in 200 ml of ethanol. The reaction mixture is stirred for two hours, evaporated down and taken up in 100 ml diethyl ether. This solution is washed with water, dried, filtered to remove inorganic material and the filtrate evaporated down. The residue is purified by column chromatography on silica gel using hexane/ethyl acetate (1/1 v/v) as eluent and recrystallisation from acetonitrile to yield 9.5 g of 2-oxo-2H-1-benzopyran-7-yl 4-hydroxybenzoate.

Aufarbeitung

  1. customevaporated down
  2. washThis solution is washed with water
  3. customdried
  4. filtrationfiltered
  5. customto remove inorganic material
  6. customthe filtrate evaporated down
  7. customThe residue is purified by column chromatography on silica gel
  8. customrecrystallisation from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-99d7cfcd4db34573b14dfbcc349b24ea
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06692797B1

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