Phthalimide → HCID 86705497, compound

Participants

Reaction Steps

To a solution of 194 (1.25 g, 5.65 mmol) and THF (10 mL) at RT was added sequentially isoindoline-1,3-dione (0.915 g, 6.22 mmol) and PPh3 (2.22 g, 8.48 mmol) followed by the dropwise addition of DEAD (3.34 mL, 8.48 mmol). The reaction was warmed to RT, stirred for 20 h and then concentrated to dryness. Ether (300 mL) was added, and the resulting solid was filtered and discarded. The filtrate was then poured into water, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered and concentrated. The crude product was purified by SiO2 chromatography eluting with DCM to afford 1.9 g (96.0%) of (S)-2-(1-(3,4-dichlorophenyl)-2-methoxyethyl)isoindoline-1,3-dione (196).

Provenance & Evidence