3-Methyl-2-buten-1-OL → Ethyl 3,3-dimethylpent-4-enoate

HRID 359164

Reaktionsgleichung

Reaktionsgleichung von HRID 359164
[CH3:1][C:2]([CH3:6])=[CH:3][CH2:4]O.[C:7]([O-:13])([O-])([O:9][CH2:10][CH3:11])[CH3:8]>C1(C=CC(O)=CC=1)O>[CH3:1][C:2]([CH3:6])([CH:3]=[CH2:4])[CH2:8][C:7]([O:9][CH2:10][CH3:11])=[O:13]

Komponenten

4

Edukt 2

HCID 111733-Methyl-2-buten-1-OLHCID 86598186Ethyl ortho-acetate2×

Produkt 1

HCID 82262Ethyl 3,3-dimethylpent-4-enoateAusbeute 75,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 785HydroquinoneKatalysator

Versuchsvorschrift

A mixture of 12.9 g (0.15 mole) of 3-methyl-2-buten-1-ol, 48.6 g (0.3 mole) of ethyl orthoacetate and 0.5 g of hydroquinone was heated at 140° for 20 hours with stirring. Ethanol was removed by distillation during the heating. At the end of 20 hours, the mixture was distilled under reduced pressure to give, after removal of unreacted ethyl orthoacetate, 17.6 g (75% yield) of ethyl 3,3-dimethyl-4-pentenoate, b.p. 74°-78°/55 mm.

Aufarbeitung

  1. temperaturewas heated at 140° for 20 hours
  2. customEthanol was removed by distillation during the heating
  3. distillationAt the end of 20 hours, the mixture was distilled under reduced pressure
  4. customto give

Quellen und Nachweise

ORD-Eintrag
ord-975f344e2ddf41008236f96ee7ec480b
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999451

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