Réaction #75438

ord-32ee0f1e9343437cab24338b7c57f84b

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was then evaporated under vacuum

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06699458B2uspto-grants-2004_03