Triphenylphosphine → N-(4-Chloro-3-(4-methylpent-3-en-2-yloxy)phenyl)thiazol-2-amine

Participants

Reaction Steps

Following the procedure general for O-alkylation, Method C, 2-chloro-5-(thiazol-2-ylamino)phenol (50 mg, 0.22 mmol), 4-Methylpent-3-en-2-ol (23 mg, 0.23 mmol), Ph3P (58 mg, 0.22 mmol) were suspended in THF (0.07 mL). The reaction flask was lowered into a sonication bath and sonicated for several minutes giving a clear and highly viscous solution. While sonication, DEAD (0.043 mL, 0.22 mmol) was added slowly. The reaction mixture was stirred for 1 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 4/1) in 24% yield (16 mg).

Provenance & Evidence