Methyl iodide → HCID 22153313, compound

Participants

Reaction Conditions

Reaction Steps

To a three-neck flask fitted with a mechanical stirrer, a thermometer, and a condenser is added 124.0 g (1 mole) of 4-fluorobenzaldehyde, 89.14 g (1 mole) of 4-amino-1-butanol, and 276.4 g (2 moles) of potassium carbonate, and dimethylsulfoxide The reaction mixture is then heated at 95° C. for about 3 hours until TLC indicates no more 4-fluorobenzaldehyde is present After cooling to room temperature, the solution is chilled to -10° C., and 141.9 g (1 mole) of iodomethane is added dropwise with stirring. After 2 hours at -10° C. the solution is poured into a four-fold excess (relative to dimethylsulfoxide) of ice water, and the solid product is collected by filtration and recrystallized from water.

Provenance & Evidence