1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo- → HCID 58555336, Verbindung

HRID 448720

Reaktionsgleichung

Reaktionsgleichung von HRID 448720
[Br:1][C:2]1[C:11]2[C:6]3=[C:7]([C:12]([O:14][C:15](=[O:16])[C:5]3=[CH:4][CH:3]=1)=O)[CH:8]=[CH:9][CH:10]=2.[CH2:17]([CH:24]([NH2:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C(O)CO.CO.O>[CH2:17]([CH:24]([N:32]1[C:12](=[O:14])[C:7]2=[C:6]3[C:11](=[CH:10][CH:9]=[CH:8]2)[C:2]([Br:1])=[CH:3][CH:4]=[C:5]3[C:15]1=[O:16])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Komponenten

6

Edukt 2

HCID 664931H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-HCID 2329078-Pentadecanamine

Produkt 1

HCID 58555336HCID 58555336, VerbindungAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 174Ethylene GlycolLösungsmittelHCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

5 g (18 mmol) of 4-bromonaphthalene-1,8-dicarboxylic anhydride were heated to 160° C. with 6.1 g (27 mmol) of 1-heptyloctylamine in 50 ml of ethylene glycol for 4 hours. The resulting solution was allowed to cool to room temperature. Thereafter, the solution was diluted with 50 ml of methanol and 50 ml of distilled water. The aqueous solution was extracted with diethyl ether, the solution was dried over MgSO4 and the solvent was evaporated. The resulting yellow oil was purified by column chromatography with dichloromethane as the eluent, which afforded 5.5 g (63%) of the title compound as a colorless oil.

Aufarbeitung

  1. extractionThe aqueous solution was extracted with diethyl ether
  2. dry with materialthe solution was dried over MgSO4
  3. customthe solvent was evaporated
  4. customThe resulting yellow oil was purified by column chromatography with dichloromethane as the eluent, which

Quellen und Nachweise

ORD-Eintrag
ord-002e91b8aab2440aa2b2282d28b739de
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481736B2

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