3-Bromo-1-propanol → 3-[(2R)-2-Methylpyrrolidin-1-yl]propan-1-ol

3-Bromopropan-1-ol (5.28 mL, 58.4 mmol) was added to a solution of (R)-2-methylpyrrolidine (7.1 g, 58.4 mmol) in water (200 mL). KOH (7.53 g, 134 mmol) was then added and the mixture stirred at ambient temperature for 48 hours. The reaction mixture was then extracted with dichloromethane (5×80 mL) and ethyl acetate (5×80 mL). The combined organic extracts were dried using MgSO4, filtered and concentrated in vacuo. The compound was purified by column chromatography on Biotage® silica gel, eluting with dichloromethane:methanol:ammonia, (90:10:1) to give the title compound as a pale brown oil (5.44, 65%). LCMS (APCI+) 144 (M+H)+.

1. extractionThe reaction mixture was then extracted with dichloromethane (5×80 mL) and ethyl acetate (5×80 mL)
2. customThe combined organic extracts were dried
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customThe compound was purified by column chromatography on Biotage® silica gel
6. washeluting with dichloromethane

ORDレコード

ord-7c1f6287be084aeea3f72847f4bb79fc

出典データセット

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07456164B2