Methyl Bromide → HCID 20313210, compound

Participants

Reaction Steps

A solution of 1.2 g. (0.004 mole) of 4-isopropyl-2-(1-oxo-4-indanyloxymethyl)morpholine in 5 ml. of anhydrous tetrahydrofuran was added gradually under ice-cooling in a nitrgen gas stream to a solution of a Grignard reagent prepared from 0.41 g. (0.017 atom) of magnesium and methyl bromide using 30 ml. of anhydrous tetrahydrofuran as a solvent and thereafter the mixture was stirred for 2 hours at room temperature. Then, to the reaction mixture was added ice water and the product was extracted thrice each with 30 ml. of methylene chloride. The organic layer was recovered, washed with water, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure and the residue formed was subjected to a silica gel column chromatography (column diameter 1.5 cm., height 20 cm.), whereby 1.1 g. of 2-(1-hydroxy-1-methyl-4-indanyloxymethyl)-4-isopropyl morpholine was obtained.

Provenance & Evidence