Oxalyl chloride → Benzyl 6-chloro-6-oxohexanoate

HRID 1873931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1873931
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH2:7]([O:14][C:15](=[O:23])[CH2:16][CH2:17][CH2:18]CC(O)=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(Cl)(Cl)Cl>[Cl:4][C:2](=[O:3])[CH2:1][CH2:18][CH2:17][CH2:16][C:15]([O:14][CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:23]

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 11075409Adipic acid monobenzyl ester

Produkt 1

HCID 14788431Benzyl 6-chloro-6-oxohexanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Next, oxalyl chloride (52.2 g; 0.41 mol) was dissolved in CHCl3 (1000 ml), and cooled to 0° C. To this was slowly added a solution of 6(benzyloxy)-6-oxohexanoic acid, (81.0 g; 0.34 mol) in CHCl3 (250 ml), and stirring was continued for 18 hr at room temperature. The reaction mixture was concentrated, coevaporated with CHCl3 (2 times 250 ml), and dried in vacuo, to yield benzyl 6-chloro-6-oxohexanoate as a colourless liquid (87 g; 100%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d2ec25a0c6af4a9daa70ebc1141b3185
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304468B2

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