Reaktion #736887

Reaktionsgleichung

2-nitrobenzyl alcohol

triethylamine

octadecanoyl chloride

→

2-Nitrobenzyl octadecanoate

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred an additional one hour
2. 2
   Sonstigethe precipitated triethyl amine hydrochloride was removed by filtration
3. 3
   SonstigeThe filtrate was evaporated to dryness
4. 4
   Sonstigethe residue crystallized from ethanol (yield 13.0 g, m.p. 60°-61° C.)
5. 5
   SonstigeThe 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

Vorschrift

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.

Quelle