Diazomethane → Methyl 5-methyl-4-hexenoate

HRID 968155

Reaktionsgleichung

Reaktionsgleichung von HRID 968155
[N+](=[CH2:3])=[N-].[CH3:4][C:5]([CH3:12])=[CH:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]>CCOCC>[CH3:4][C:5]([CH3:12])=[CH:6][CH2:7][CH2:8][C:9]([O:11][CH3:3])=[O:10]

Komponenten

4

Edukt 2

HCID 9550DiazomethaneHCID 124253245-Methyl-4-hexenoic acid

Produkt 1

HCID 10909672Methyl 5-methyl-4-hexenoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Freshly prepared diazomethane in ether was added to an ice-cooled solution of 5-methyl-4-hexenoic acid (4.5 g, 35.16 mmol) in ether (10 mL) until the solution became slightly yellow in color. The solvent was then evaporated under vacuum to afford the title product as a colorless liquid in near quantitative yield (4.90 g). This product was used in the next reaction step without further purification. 1H NMR (CDCl3) δ 1.62 & 1.68 [2s, 6H, C(CH3)2], 2.30 [m, 4H, (CH2)2], 3.69 (s, 3H, COOCH3) and 5.07 (t, 1H, CH).

Aufarbeitung

  1. customThe solvent was then evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a4194a816e5d43c4b8b86099f8298317
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06958141B2

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