1-(Chloromethoxy)-2-methoxyethane → HCID 58122810, compound

Participants

Reaction Conditions

Reaction Steps

10 ml of a tetrahydrofuran (THF) solution of 1.37 g (11 mmol) of 2-methoxyethoxymethyl chloride was added dropwise to 10 ml of a THF solution of 2.01 g (10 mmol) of N-t-butoxycarbonyl-4-hydroxypiperidine (manufactured by Aldrich) and 2.58 g (20 mmol) of diisopropylethylamine at 0° C. in a nitrogen atmosphere. After the addition, the reaction solution was allowed to reach room temperature, and stirred for one hour. After confirming disappearance of the raw materials by thin-layer chromatography (TLC), the reaction solution was cooled to 0° C. The reaction was then terminated by adding water. The reaction solution was subjected to an extraction operation three times using water and ethyl acetate. The resulting organic layer was washed once with a saturated ammonium chloride solution, washed once with water, washed once with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the product was purified by column chromatography to obtain 1.7 g of N-t-butoxycarbonyl-4-[(2-methoxyethoxy)methoxy]piperidine as a colorless liquid (hereinafter referred to as “compound (A-1)”) (yield: 60%).

Provenance & Evidence