Hydrochloric Acid → Succinic Acid Monohex-3-enyl Ester

HRID 1169184Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1169184
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[CH2:8]([OH:14])[CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH3:13].N1C=CC=CC=1.Cl>ClCCl.CN(C1C=CC=CN=1)C.CCOCC>[CH2:8]([O:14][C:4](=[O:5])[CH2:3][CH2:2][C:1]([OH:6])=[O:7])[CH2:9][CH:10]=[CH:11][CH2:12][CH3:13]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7922Succinic anhydrideHCID 52811673-Hexenol

Produkt 1

HCID 86586591Succinic Acid Monohex-3-enyl EsterAusbeute 92,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 218852-DimethylaminopyridineKatalysatorHCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 100 g succinic anhydride, 100 g cis-3-hexen-1-ol, 88.5 ml pyridine and 7.3 g dimethylaminopyridine in 500 ml dichloromethane was refluxed for 4 hours. Ether was added and the mixture was acidified with HCl 2N then washed with brine. The organic layer was dried over magnesium sulfate and concentrated. The residue was distilled under vacuum to afford 185 g of product.

Aufarbeitung

  1. temperaturewas refluxed for 4 hours
  2. washthen washed with brine
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated
  5. distillationThe residue was distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f203c64541b642648833c4516183aeff
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627763B2

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