Reacción #75438

ord-32ee0f1e9343437cab24338b7c57f84b

Ecuación de reacción

CC(C)=CCCC(=O)O
5-methyl-4-hexenoic acid
C=[N+]=[N-]
diazomethane
COC(=O)CCC=C(C)C
title product
COC(=O)CCC=C(C)C
Methyl 5-methyl-4-hexenoate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was then evaporated under vacuum

Procedimiento

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) δ1.62 & 1.68[2s, 6H, C(CH3)2], 2.30[m, 4H, (CH2)2], 3.69(s, 3H, COOCH3) and 5.07(t, 1H, CH).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06699458B2uspto-grants-2004_03