Dibenzoylmethane → Tribenzoylmethane

HRID 329312

Reaktionsgleichung

Reaktionsgleichung von HRID 329312
[C:1]([O:7]CC)(=O)[CH2:2][C:3]([CH3:5])=[O:4].[C:10]([CH:15]1[CH2:19][CH2:18][CH2:17][C:16]1=[O:20])(OCC)=O.C[CH:22]([C:26](=O)[CH3:27])[C:23](=O)[CH3:24].[C:29](F)(=[O:31])[CH3:30].[C:33]([CH:36]([C:42]([CH3:44])=O)C(OCC)=O)(=O)[CH3:34].C([C:48]1([C:54](OCC)=O)[CH2:52][CH2:51][CH2:50][C:49]1=O)(=O)C.C(C(C)(C(=O)C)C(=O)C)(=O)C.C(CC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(F)(=O)C1C=CC=CC=1>>[C:16]([CH:2]([C:1](=[O:7])[C:49]1[CH:50]=[CH:51][CH:52]=[CH:48][CH:54]=1)[C:3](=[O:4])[C:5]1[CH:27]=[CH:26][CH:22]=[CH:23][CH:24]=1)(=[O:20])[C:15]1[CH:10]=[CH:29][CH:17]=[CH:18][CH:19]=1.[C:29]([CH:2]([C:1](=[O:7])[C:10]1[CH:15]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3](=[O:4])[C:5]1[CH:44]=[CH:42][CH:36]=[CH:33][CH:34]=1)(=[O:31])[CH3:30]

Komponenten

11

Edukt 9

HCID 8433Dibenzoylmethane2×HCID 8868Ethyl AcetoacetateHCID 11204Acetyl fluoride2×HCID 67999Benzoyl fluorideHCID 69136Ethyl 2-oxocyclopentanecarboxylateHCID 699493-Methyl-2,4-pentanedioneHCID 79063Ethyl 2-acetylacetoacetateHCID 121311812,4-Pentanedione, 3-acetyl-3-methyl-HCID 214389482-Acetyl-2-carbethoxycyclopentanone

Produkt 2

HCID 413869TribenzoylmethaneHCID 7863132-Benzoyl-1-phenyl-1,3-butanedione

Versuchsvorschrift

When the thallous salts of ethyl acetoacetate, 2 -carbethoxycyclopentanone, and 3-methylpentane-2,4-dione, prepared according to Example 1, are treated with acetyl fluoride at room temperature as described in Example 4, ethyl 2-acetylacetoacetate, 2-acetyl-2-carbethoxycyclopentanone, and 3-acetyl-3-methylpentane-2,4-dione, respectively, are obtained in 95% yield. Tribenzoylmethane is prepared by treating the thallous salt of dibenzoylmethane with benzoyl fluoride in the same manner. Acetyldibenzoylmethane is prepared by treating the thallous salt of dibenzoylmethane with acetyl fluoride.

Aufarbeitung

  1. customrespectively, are obtained in 95% yield

Quellen und Nachweise

ORD-Eintrag
ord-ace45aea84a44b808e0328f82d8e5541
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04020073

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