1-(3-BROMOPROPYL)PYRROLIDINE-2,5-DIONE

General procedure: Vanilline (3a, 6.85 g, 45 mmol) and 1-(2-bromoethyl)pyrrolidine-2, 5-dione1(4a, 10.2 g, 49.5 mmol) were heated with K2CO3 (8.28 g, 60 mmol) in 200 ml of acetonitrileunder reflux for 15 h. The precipitated KBr was filtered off, the filtrate was evaporated, theresidue was dissolved in 200 ml of dichloromethane, washed with water and 2N NaOHsolution, dried with Na2SO4 and evaporated. The remaining oil was triturated with n-hexaneto result in the desired 4-[2-(2, 5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzaldehyde (5a)as white crystals.General procedure: Vanilline (3a, 6.85 g, 45 mmol) and 1-(2-bromoethyl)pyrrolidine-2, 5-dione1(4a, 10.2 g, 49.5 mmol) were heated with K2CO3 (8.28 g, 60 mmol) in 200 ml of acetonitrileunder reflux for 15 h. The precipitated KBr was filtered off, the filtrate was evaporated, theresidue was dissolved in 200 ml of dichloromethane, washed with water and 2N NaOHsolution, dried with Na2SO4 and evaporated. The remaining oil was triturated with n-hexaneto result in the desired 4-[2-(2, 5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzaldehyde (5a)as white crystals.

Molecular Weight:220.06
XLogP3:0.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:218.98949
Monoisotopic Mass:218.98949
Topological Polar Surface Area:37.4
Heavy Atom Count:11
Complexity:165
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes