Methyl iodide → HCID 11709470, compound

Participants

Reaction Steps

A solution of 1 of 2-chloro-phenyl -carbamic acid-1, 2, 3, 4-tetrahydro-quinolin-6-yl ester (0.302 g., 1.5 mmol) in dry dioxane (5 ml) was added to a stirred suspension of sodium hydride (0.036 g., 1.5 mmol) in dry dioxane (5 ml) at −10° C. during 5 min. The reaction mixture was stirred for 20 min. Then methyl iodide (0.122 ml, 1.8 mmol) was added to the stirring reaction mixture. Stirring was continued for additional 1.5 hours during which the temperature was allowed to rise to room temperature (34° C.). The reaction mixture was quenched with water (0.2 ml), concentrated under vaccum, diluted with water (5 ml), extracted with chloroform (2×5 ml) and dried over sodium sulphate. The combined fractions of chloroform were concentrated under vaccum. The residue was chromatographed on silica gel using 30:70 chloroform: hexane (30:70) as eluant to give 2o; yield: 0.50 g. (47.5%).

Provenance & Evidence