Reacción #736887

Ecuación de reacción

2-nitrobenzyl alcohol

triethylamine

octadecanoyl chloride

→

2-Nitrobenzyl octadecanoate

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe mixture was stirred an additional one hour
2. 2
   Otrothe precipitated triethyl amine hydrochloride was removed by filtration
3. 3
   OtroThe filtrate was evaporated to dryness
4. 4
   Otrothe residue crystallized from ethanol (yield 13.0 g, m.p. 60°-61° C.)
5. 5
   OtroThe tetradecanoate (m.p. 46° C.) (Compound 5), hexadecanoate (m.p. 54° C.) (Compound 6), heptadecanoate (m.p. 48° C.) (Compound 7), and 9-octadecenoate (Compound 8) esters of 2-nitrobenzyl alcohol were similarly prepared

Procedimiento

In 100 ml benzene were mixed 2-nitrobenzyl alcohol (7.65 g, 0.05 mol) and triethylamine (5.06 g, 0.05 mol). To the solution octadecanoyl chloride (15.14 g, 0.05 mol) was added dropwise with stirring. The mixture was stirred an additional one hour and the precipitated triethyl amine hydrochloride was removed by filtration. The filtrate was evaporated to dryness and the residue crystallized from ethanol (yield 13.0 g, m.p. 60°-61° C.). The tetradecanoate (m.p. 46° C.) (Compound 5), hexadecanoate (m.p. 54° C.) (Compound 6), heptadecanoate (m.p. 48° C.) (Compound 7), and 9-octadecenoate (Compound 8) esters of 2-nitrobenzyl alcohol were similarly prepared using corresponding acyl chlorides in place of octadecanoyl chloride.

Fuente