1,3-Thiazole-2-carbaldehyde → HCID 22406940, compound

Participants

Reaction Steps

n-BuLi (2.87 mmol, 1.8 mL, 1.6M) was added dropwise to a -78° C. solution of (methoxymethoxymethyl)tributyl tin (1.05 g, 2.87 mmol) in dry THF (10 mL). After stirring for 30 minutes a solution of 2-formylthiazole (2.73 mmol, 0.31 g) in THF (2 mL) was added and the solution stirred overnight. The reaction was diluted with water and extracted with ethyl acetate, dried (MgSO4), filtered and concentrated. The residue was subjected to flash chromatography (45% ethyl acetate/hexane) to afford 0.18 g (34%) of 2-(1-hydroxy-2-(methoxymethoxy)ethyl)thiazole.

Provenance & Evidence