Water → HCID 86617109, compound

Participants

Reaction Steps

To a solution of the product from Step 4 (38.4 g, 158 mmol) in tetrahydrofuran (430 mL) was added triphenylphosphine (35.2 g, 134 mmol) and water (5.69 g, 316 mmol). The solution was stirred at room temperature until gas evolution had ceased and stirred at reflux for one hour. The reaction was cooled to RT and concentrated and the residue was dissolved in 4.0 N aqueous HCl (300 mL). The resultant mixture was extracted with chloroform (2×200 mL) and the aqueous phase was basified to pH 10 with concentrated aqueous ammonium hydroxide. This mixture was extracted with chloroform (3×300 mL) and the combined organic extracts were dried over sodium sulfate and concentrated to afford the 27.9 g (96%) of the product as an oil. MS m/z 218.3 (AP+100).

Provenance & Evidence