2-Chloroquinoline → 10-(2-Quinolinyloxy)decan-1-ol

Participants

Reaction Steps

1,10-Decanediol (ex. Lancaster) was reacted with 2-chloroquinoline, by analogy with compound 33, step (i), to give 10-(2-quinolinyloxy)decan-1-ol. The latter was subjected to Swern oxidation (cf. example XIV) and the aldehyde reacted with ethyl fluoroacetate and diethyl oxalate to give (2Z) ethyl 2-fluoro-12-(2-quinoliny-loxy)dodec-2-enoate. The latter was converted to the title compound by analogy with compound 33, step (iv).

Provenance & Evidence