Chloromethyl Methyl Ether → HCID 86749912, compound

Participants

Reaction Steps

To the solution of 3.00 g of the compound (24) obtained in Example 23 in 50 ml of a mixed solution of tetrahydrofuran-dimethylformamide (4:1), 600 mg of 60% oily sodium hydride and 1.17 ml of chloromethylmethyl ether were added, and the mixture was stirred for two hours at room temperature. The reacted solution was poured into water and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and saturated aqueous sodium chloride successively, and was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. To the solution of the resulting crude material in 75 ml of tetrahydrofuran, 9 ml of a 1M tetrabutylammoniumfluoride-tetrahydrofuran was added, and the solution was stirred overnight at room temperature. The reaction solution was concentrated, the residue was dissolved in ethyl acetate, and the solution was washed with water, and saturated chloride successively. The organic layer aqueous sodium was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain the title compound.

Provenance & Evidence