Heptanoic Acid → 2-(4-Heptanoyloxyphenyl)-5-octylbenzooxazole

HRID 5278

Reaktionsgleichung

Reaktionsgleichung von HRID 5278
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[C:25](O)(=[O:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>ClCCl>[C:25]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:13][C:11]=3[N:12]=2)=[CH:6][CH:7]=1)(=[O:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Komponenten

4

Edukt 2

HCID 8094Heptanoic AcidHCID 1357951722-(4-Hydroxyphenyl)-5-octylbenzoxazole

Produkt 1

HCID 197954102-(4-Heptanoyloxyphenyl)-5-octylbenzooxazoleAusbeute 60,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a 30 ml round-bottom flask, 0.50 g (1.55 m mole) of 2-(4-hydroxyphenyl)-5-octylbenzooxazole, 0.22 g (1.69 m mole) of heptanoic acid and 10 ml of dichloromethane were placed, followed by adding 0.32 g (1.55 m mole) of N,N-dicyclohexylcarbodiimide and 0.04 g of 4-pyrrodinopyridine in order at room temperature under stirring, and stirring at room temperature for 85 minutes. The resultant N,N'-dicyclohexylurea was filtered off and the filtrate was dried under reduced pressure to precipitate a resultant. The resultant was purified by silica gel column chromatography (eluent: toluene) and recrystallized from acetone to obtain 0.41 g of 2-(4-heptanoyloxyphenyl)-5-octylbenzooxazole (Yield: 60.9%). ##STR81##

Aufarbeitung

  1. stirringstirring at room temperature for 85 minutes
  2. filtrationThe resultant N,N'-dicyclohexylurea was filtered off
  3. customthe filtrate was dried under reduced pressure
  4. customto precipitate a resultant
  5. customThe resultant was purified by silica gel column chromatography (eluent: toluene)
  6. customrecrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-28f375b39e234f8da9850f5e356e8b45
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05244596

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