Ethanol → Ipriflavone

HRID 1605174

Reaktionsgleichung

Reaktionsgleichung von HRID 1605174
O[C:2]1[CH:7]=C(OC(C)C)C=C[C:3]=1[CH:12]([C:19]([CH:21](C1C=CC(OC(C)C)=CC=1O)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20])C1C=CC=CC=1.[CH:39]([O-])([O-])[O:40][CH2:41][CH3:42].N1CCOC[CH2:46]1.[CH2:51]([OH:53])[CH3:52]>CN(C)C=O>[CH:51]([O:53][C:7]1[CH:42]=[C:41]2[C:12]([C:19](=[O:20])[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:39][O:40]2)=[CH:3][CH:2]=1)([CH3:46])[CH3:52]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 8083MorpholineHCID 53630039EthylorthoformateHCID 542779182-Hydroxy-4-isopropyloxy-phenyl-benzyl ketone

Produkt 1

HCID 3747Ipriflavone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

27 g of 2-hydroxy-4-isopropyloxy-phenyl-benzyl ketone, 22 g of ethyl orthoformate and 5 g of morpholine are boiled for 8 hours in 200 ml of dimethyl formamide. The ethanol formed during the reaction is removed through a fraction head. Then the major part of solvent is distilled off in vacuum and the residue is diluted with dilute aqueous hydrochloric acid. The crude product is filtered and recrystallized from acetone, yielding 24 g of 7-isopropyloxy-isoflavone of m.p. 115°-117°C.

Aufarbeitung

  1. customis removed through a fraction head
  2. distillationThen the major part of solvent is distilled off in vacuum
  3. additionthe residue is diluted with dilute aqueous hydrochloric acid
  4. filtrationThe crude product is filtered
  5. customrecrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-9195dddb56f746f8a95ceb80bded6348
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03949085

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