Réaction #707183

ord-f97d15606caa4b0fabca6d2b7d683d10

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Referring to FIG. 1, γ-picoline (VI) has quaternised with docosyl bromide (n-C22H45Br) at 125° C. to produce γ-picolinium docosyl bromide (VII). This compound was then condensed with N,N-dimethyl-p-amino-benzaldehyde in refluxing methanol in the presence of piperidine for 16 hours. This reaction produced the intermediate alcohol IX presumably via an intermediate VIII. The intermediate alcohol IX eliminated water to give the stilbazolium dye X, which crystallised out on cooling the reaction mixture. Dye X was filtered off and purified by repeated recrystalisation from methanol (yield 47%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04818616uspto-grants-1989_04