Anteisoheptadecanoic acid → 16-Methyloctadecanoic acid

HRID 1618814

Reaktionsgleichung

Reaktionsgleichung von HRID 1618814
[CH3:1][CH:2]([CH2:18][CH3:19])[CH2:3][CH2:4][CH2:5]CCCCCCCCCC(O)=O.[C:20]1(=[O:33])[O:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.CC(CC)C[Mg]Br.C([Mg]Br)(CC)C>>[CH3:1][CH:2]([CH2:18][CH3:19])[CH2:3][CH2:4][CH2:5][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][C:20]([OH:32])=[O:33]

Komponenten

5

Edukt 4

HCID 22207Anteisoheptadecanoic acidHCID 70354Oxacyclotridecan-2-oneHCID 178445864HCID 178445864, VerbindungHCID 178456030HCID 178456030, Verbindung

Produkt 1

HCID 528260116-Methyloctadecanoic acidAusbeute 84 %

Versuchsvorschrift

16-Methyloctadecanoic acid was synthesized by the same operation, except that in the step (a) of the synthesis process for 14-methylhexadecanoic acid described above, 12-dodecanolide was changed to 15-pentadodecanolide, and in the step (b), 2-methylbutylmagnesium bromide was changed to sec-butylmagnesium bromide. Thus, 16-methyloctadecanoic add was obtained from 15-pentadodecanolide at a total yield of 84%. The purity was 95%.

Aufarbeitung

  1. additionThus, 16-methyloctadecanoic add

Quellen und Nachweise

ORD-Eintrag
ord-dae4c3d7677b4b24b09047547b138a85
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08771660B2

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