9-Hydroxynonan-2-one → HCID 86757094, Verbindung

HRID 1383275

Reaktionsgleichung

Reaktionsgleichung von HRID 1383275
[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].[OH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37](=O)[CH3:38]>O1CCCC1>[OH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([CH3:38])=[CH:9][CH2:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3]

Komponenten

4

Edukt 2

HCID 5374089-Hydroxynonan-2-oneHCID 2779280(5-Carboxypentyl)triphenylphosphanium bromide

Produkt 1

HCID 86757094HCID 86757094, VerbindungAusbeute 111,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

45.7 g (0.1 mol) of (5-carboxypentyl)triphenylphosphonium bromide were placed in 200 ml of tetrahydrofuran and 25 g (0.22 ol) of potassium t-butylate in 100 l of tetrahydrofuran were added dropwise at 0° C. Then, 15.8 g (0.1 mol) of 9-hydroxy2-nonanone were added. After stirring for 30 minutes and usual work up, 28.5 g of crude 14-hydroxy-7-methyltetradec-6-enoic acid were obtained.

Quellen und Nachweise

ORD-Eintrag
ord-3f779bc097f5499da2ebb089678870c5
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06255276B1

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