Cetyl Alcohol → Ethyl 2-[(hexadecyloxy)methyl]-2-propenoate

HRID 248138Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 248138
[CH2:1]([OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(O[CH2:22][C:23](=[CH2:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25])(=O)C.CN(C1C=CC=CN=1)C>ClCCl>[CH2:1]([O:17][CH2:29][C:23](=[CH2:22])[C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 2682Cetyl AlcoholHCID 218852-DimethylaminopyridineHCID 10997496Ethyl 2-(acetoxymethyl)acrylate

Produkt 1

HCID 12971817Ethyl 2-[(hexadecyloxy)methyl]-2-propenoateAusbeute 39,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 1.1 g of 1-hexadecanol and 400 mg of 2-[(acetyloxy)methyl]-2-propenoic acid, ethyl ester in 15 ml of dichloromethane is added 550 mg of dimethylaminopyridine. This mixture is stirred overnight, then the solvent is evaporated and the residue subjected to preparative tlc (25% ethyl acetate/petroleum ether), to give 324 mg of the desired compound.

Aufarbeitung

  1. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-a68765fbb5c5487ea982e6d8ac4db2f2
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208223

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