Methanol → Methyl 2,2-dimethylpent-4-enoate

HRID 2120338Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120338
[CH3:1][C:2]([CH3:9])([CH2:6][CH:7]=[CH2:8])[C:3]([OH:5])=[O:4].[CH3:10]O.S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[CH3:1][C:2]([CH3:9])([CH2:6][CH:7]=[CH2:8])[C:3]([O:5][CH3:10])=[O:4]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 1400652,2-Dimethyl-4-pentenoic acid

Produkt 1

HCID 11768679Methyl 2,2-dimethylpent-4-enoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

2,2-Dimethyl-4-pentenoic acid (15 g, 0.117 mol) was mixed with 70 mL anhydrous methanol and 50 mL toluene. Concentrated sulfuric acid (0.1 mL) was added. The solution was refluxed for 24 h. Solvents were then removed. The crude product was distilled under reduced pressure to gave 6 g pure product. 1H NMR (CDCl3): δ 1.28 (s, 6H, —CMe2-); 2.37 (d, 2H, CH2═CHCH2—); 3.77 (s, 3H, —CO2Me); 5.15 (m, 2H, CH2═CH—); 5.84 (m, 1H, CH2═CH—).

Aufarbeitung

  1. temperatureThe solution was refluxed for 24 h
  2. customSolvents were then removed
  3. distillationThe crude product was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ec30f17d934e4dbd9322006504944349
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689910B2

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