4-Hexyloxyaniline → HCID 22992865, compound

Participants

Reaction Steps

4-Hexyloxyaniline (1, 1.00 g, 5.17 mmol) and methyl-4,4-dimethyl-3-oxopentanoate (1.65 mL, 10.3 mmol) were suspended in 5 mL p-xylene and heated to reflux for 17 hours. The reaction was cooled to room temperature and purified by flash chromatography on silica gel eluting with 10% acetone, hexane to yield a brown solid. Recrystallization from hexane provided 1.35 g (82%) of a white solid. mp 70-72° C.; Analysis calculated for C19H29NO3: C, 71.44; H, 9.15; N, 4.38. Found: C, 71.72; H, 9.42; N, 4.30.

Provenance & Evidence