Dibenz(c,e)oxepin-5(7H)-one → 2'-Phthalimidomethylbiphenyl-2-carboxylic acid

HRID 2109532Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2109532
[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][O:7][C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.[K]>CN(C=O)C>[C:17]1(=[O:27])[N:21]([CH2:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[C:11]2[C:5]([C:6]([OH:7])=[O:16])=[CH:4][CH:3]=[CH:2][CH:1]=2)[C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12

Komponenten

4

Edukt 2

HCID 4613402Dibenz(c,e)oxepin-5(7H)-oneHCID 24194345Phthalimide potassium salt

Produkt 1

HCID 142585712'-Phthalimidomethylbiphenyl-2-carboxylic acidAusbeute 73,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
170 °C

Versuchsvorschrift

A mixture of 35 g (0.17 mol) of 7H-dibenzo[c,e]oxepin-5-one and 30.8 g (0.17 mol) of potassium phthalimide in 330 ml of DMF was heated at 170° C. for 18 h. After cooling, the deposited precipitate was filtered off with suction and introduced into 160 ml of glacial acetic acid. After stirring for 1 h, the mixture was diluted with 650 ml of ice water and the deposited product was filtered off with suction and dried in vacuo. 44.8 g of 2′-phthalimidomethylbiphenyl-2-carboxylic acid were obtained; m.p. 198° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe deposited precipitate was filtered off with suction
  3. additionintroduced into 160 ml of glacial acetic acid
  4. additionthe mixture was diluted with 650 ml of ice water
  5. filtrationthe deposited product was filtered off with suction
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0b243487a8d24420b39a3ffcb3d3dd64
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07514582B2

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