Diazomethane → Methyl 5-methyl-4-hexenoate

HRID 2293894

Reaktionsgleichung

Reaktionsgleichung von HRID 2293894
[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-a6f53a5e5fca4cf1be9c47f0feb06c6f
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05688487

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