Lithium hydroxide, monohydrate → HCID 86646145, compound

Participants

Reaction Steps

Lithium hydroxide monohydrate (2.52 g, 60.0 mmol) was added to a tetrahydrofuran:methanol:water (3:1:1, 100 mL) mixed solution of methyl (2E)-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)hepta-2,6-dienoate (5.69 g, 20.0 mmol), and the mixture was stirred at room temperature for 6 hours. The reaction solution was concentrated under reduced pressure. To the residue, water was then added, followed by extraction with methylene chloride. The aqueous layer was made acidic by the addition of 10% hydrochloric acid, followed by extraction with methylene chloride again. Then, the combined organic layers were dried over anhydrous sodium sulfate. The residue was filtered and concentrated under reduced pressure. Then, the obtained crude product was purified by silica gel column chromatography to obtain the compound of interest as an oil substance (3.11 g, 57%).

Provenance & Evidence