1-Phenyl-1-propanone → 1,4-Diacetylbenzene

HRID 1112290

Reaktionsgleichung

Reaktionsgleichung von HRID 1112290
C([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=[O:12])[CH3:11])[CH:5]=1)(=O)C.[C:13](C1C=CC=CC=1C(=O)C)(=[O:15])[CH3:14].C(C1C=CC=C(C#C)C=1)#C.C(C1C=CC=CC=1C#C)#C.C(C1C=C(C(=O)C)C=CC=1)#C.C(C1C=CC=CC=1)(=O)C.CCC(C1C=CC=CC=1)=O.C(C1C=C(C(=O)C)C=CC=1)(C)=C.C(C1C=C(C(=O)C)C=CC=1)=C>O>[C:10]([C:6]1[CH:5]=[CH:4][C:9]([C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)(=[O:12])[CH3:11].[C:10]([C:6]1[CH:5]=[CH:4][C:9]([C:13]#[CH:14])=[CH:8][CH:7]=1)#[CH:11]

Komponenten

12

Edukt 9

HCID 71481-Phenyl-1-propanoneHCID 7410AcetophenoneHCID 232291,3-DiacetylbenzeneHCID 354591,2-DiacetylbenzeneHCID 123130Benzene, 1,3-diethynyl-HCID 1408621,2-DiethynylbenzeneHCID 135746851-(3-(Prop-1-en-2-yl)phenyl)ethan-1-oneHCID 151814281-(3-Ethynylphenyl)ethanoneHCID 204051791-(3-Vinylphenyl)ethanone

Produkt 2

HCID 138881,4-DiacetylbenzeneHCID 1204631,4-Diethynylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

One gram of the catalyst used in Run No. 3 of Example 4 was mixed with 11.1 g. of quartz, and the mixture was charged to a tubular quartz reactor unit, as in Example 2. Following generally the procedure of Example 3, m-diacetylbenzene was passed through the tubular reactor at 650° C., 10.0 Torr total pressure, 9.1 Torr partial pressure of the diacetylbenzene and a contact time of 0.0041 second for 10 minutes on stream. The selectivity for the formation of m-diethynylbenzene and the total fractional conversion were 0.66 and 0.16, respectively. The other products in the reaction mixture besides diethynylbenzene and water were m-ethynylacetophenone, acetophenone, methylacetophenone, m-isopropenylacetophenone and m-vinylacetophenone. Based on additional runs, it was found that product distribution depended considerably on the contact time. Comparable results were obtained in the conversion of p-diacetylbenzene to p-diethynylbenzene following the procedure of this example.

Aufarbeitung

  1. addition3 of Example 4 was mixed with 11.1 g
  2. customwas passed through the tubular reactor at 650° C.
  3. customComparable results

Quellen und Nachweise

ORD-Eintrag
ord-8932e850e81247e4ab962f8fb9653ade
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04120909

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