Diazomethane → Methyl 5-methyl-4-hexenoate

HRID 634893

Reaktionsgleichung

Reaktionsgleichung von HRID 634893
[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-5c67a1c71013403db9338d06be7ae993
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06184361B2

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