3-Hydroxybenzaldehyde → 3-[[5-(Acetyloxy)pentyl]oxy]benzaldehyde

HRID 1648009

Reaktionsgleichung

Reaktionsgleichung von HRID 1648009
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br)(=[O:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>CCOCC>[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6])(=[O:12])[CH3:11]

Komponenten

6

Edukt 4

HCID 1013-HydroxybenzaldehydeHCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 851405-Bromopentyl acetate

Produkt 1

HCID 199221103-[[5-(Acetyloxy)pentyl]oxy]benzaldehydeAusbeute 103,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 1.22 g (10 mmol) of 3-hydroxybenzaldehyde, 2.3 g (11 mmol) of 5-bromopentyl acetate, 3.82 g (27.7 mmol) of anhydrous, granular potassium carbonate, and 25 mL of dimethyl sulfoxide was stirred at room temperature for 20 hr. The resulting brown slurry was diluted with ether and washed with water and saturated brine. Completion of the usual work-up gave 2.59 g (100%) of 3-[[5-(acetyloxy)pentyl]oxy]benzaldehyde as a yellow oil which was used without further purification.

Aufarbeitung

  1. washwashed with water and saturated brine

Quellen und Nachweise

ORD-Eintrag
ord-15a3040a6586440e87e7b4658ec843c7
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05434186

Verknüpfte Notizen

Wird geladen…