Hydrochloric Acid → HCID 131729993, compound

Participants

Reaction Conditions

Reaction Steps

A solution of triethyl-[(R)-4-methyl-5-(tetrahydro-2H-pyran-2-yloxy)pent-1-inyl]silane (3.84 g, 13 mmol) in tetrahydrofuran (50 mL) was mixed with 2 N hydrochloric acid (50 mL) and stirred for 6 h at 50° C. The reaction mixture was then adjusted to pH 7 with 2 N sodium hydroxide solution (50 mL), concentrated to low volume in a vacuum, and the aqueous phase obtained extracted with ethyl acetate (3×30 mL). The combined organic phases were dried with sodium sulphate and concentrated slightly to low volume in a vacuum. The raw product (3.33 g) was purified by flash chromatography (200 g, 20×5.7 cm) with ethyl acetate /cyclohexane (1:7).

Provenance & Evidence