Hydrochloric Acid → HCID 3536730, compound

Participants

Reaction Steps

n-Butyllithium (10 cm3, 10M in hexanes, 0.1 mol) was added dropwise to a stirred, cooled (-78° C.) solution of the compound from Example 22 (17.3 g, 94 m mol) in dry THF (250 cm3) under an atmosphere of dry nitrogen. The reaction mixture was stirred (2.5 h) then a previously cooled (-78° C.) solution of triisopropyl borate (35.7 g, 0.19 mol) in dry THF (70 cm3) added dropwise at -78° C. The reaction mixture was allowed to warm to room temperature overnight then stirred (1h) with hydrochloric acid (10%, 100 cm3). The product was extracted into diethyl ether (2×100 cm3), and the combined extracts washed with water and dried (MgSO4). The solvent was removed in vacuo to yield colourless crystals.

Provenance & Evidence