Dimethylformamide → 3-(2-Bromophenoxy)-1-(2-methoxyethyl)pyrrolidine

3-(2-Bromophenoxy)pyrrolidine (1.23 g), 1-bromo-2-methoxyethane (0.526 ml) and potassium carbonate (842 mg) were mixed with dimethylformamide (50 ml) and stirred for two days. The mixture was added to water (100 ml). The mixture was extracted with diethyl ether (3×50 ml), washed with water (2×50 ml), brine (2×30 ml), dried (MgSO4) and concentrated in vacuo. Purification was achieved using cation exchange chromatography eluting with ammonia/methanol/dichloromethane mixtures yielding product as a clear oil (0.8 g).

1. extractionThe mixture was extracted with diethyl ether (3×50 ml)
2. washwashed with water (2×50 ml), brine (2×30 ml)
3. dry with materialdried (MgSO4)
4. concentrationconcentrated in vacuo
5. customPurification
6. washeluting with ammonia/methanol/dichloromethane mixtures

ORD record

ord-c750835e9c994e5982071ad5656a6494

Source dataset

uspto-grants-2011_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07956084B2