Réaction #50699

Équation de réaction

1-iodo-4-methoxy-butane

methyl isobutyrate

N-isopropylcyclohexylamine

n-BuLi

→

methyl 2,2-dimethyl-6-methoxycaproate

Rendement 85.0%

Solvants

HMPA

THF

THF

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGstirred at room temperature for 1 h

Mode opératoire

To N-isopropylcyclohexylamine (5.96 ml) in THF (30 ml) was added dropwise n-BuLi (1,6-M, 22.7 ml) at -78° C., and the mixture was stirred for 30 min, to which a THF (5 ml) solution of methyl isobutyrate (3.43 g) was added, and stirred at -78° C. for 45 min. Then, a HMPA (6.3 ml) solution of 1-iodo-4-methoxy-butane (9.05 g) was added to the mixture, and stirred at room temperature for 1 h to give methyl 2,2-dimethyl-6-methoxycaproate (4.81 g, 85%) after usual work-up.

Source