4,5-Dihydro-2,4,4-trimethyloxazole → 4,5-Dihydro-2-[2-(2-methoxy-5-nitrophenyl)ethenyl]-4,4-dimethyloxazole

HRID 621464

Reaktionsgleichung

Reaktionsgleichung von HRID 621464
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]=O.[CH3:14][C:15]1[O:16][CH2:17][C:18]([CH3:21])([CH3:20])[N:19]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]=[CH:14][C:15]1[O:16][CH2:17][C:18]([CH3:21])([CH3:20])[N:19]=1

Komponenten

4

Edukt 2

HCID 744964,5-Dihydro-2,4,4-trimethyloxazoleHCID 90685Benzaldehyde, 2-methoxy-5-nitro-

Produkt 1

HCID 538942974,5-Dihydro-2-[2-(2-methoxy-5-nitrophenyl)ethenyl]-4,4-dimethyloxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 2-methoxy-5-nitrobenzaldehyde, 16 g, (U.S. Pat. No. 4,367,234), 2,4,4-trimethyl-2-oxazoline, 30 ml, (Aldrich Chemical Company), para toluenesulfornic acid, 0.5 g, in toluene, 100 ml, is refluxed overnight under a water separator. The mixture is evaporated, the residue dissolved in diethylether, 800 ml, and washed with water. The diethyl ether layer is separated, concentrated, and filtered to give 11.1 g of 4,5-dihydro-2-[2-(2-methoxy-5-nitrophenyl)ethenyl]-4,4-dimethyloxazole after recrystallization from diisopropyl ether; mp 115°-116° C.

Aufarbeitung

  1. customThe mixture is evaporated
  2. dissolutionthe residue dissolved in diethylether
  3. wash800 ml, and washed with water
  4. customThe diethyl ether layer is separated
  5. concentrationconcentrated
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-9a7318bef9cd4d248816b73663bb48a1
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04824843

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