Methyl iodide → HCID 13326727, compound

Participants

Reaction Steps

Isopropyl N-(3-chloro-4-cyanomethoxy-5-methoxymethylphenyl)carbamate (3.13 g) and iodomethane (4.30 g) were dissolved in tetrahydrofuran (10 ml). The resultant solution was dropwise added to a tetrahydrofuran solution (20 ml) containing potassium hydroxide (1.68 g) and tetra-n-butylammonium bromide (1.0 g). After being allowed to stand at room temperature for 12 hours, the reaction mixture was poured into ice-water and extracted with toluene. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography using a mixture of toluene and ethyl acetate as the eluent to give isopropyl N-methyl-N-(3-chloro-4-cyanomethoxy-5-methoxymethylphenyl)carbamate (Compound No. 41) (3.06 g) in a yield of 93.5%. nD22.0 1.5123.

Provenance & Evidence