Potassium Carbonate → 2,2-Dimethyl-3-(Pyrrolidin-1-Yl)Propan-1-Ol

Pyrrolidine (1.82 g, 25 mmol), K2CO3 (3.0 g, 1.04 eq.), 3-bromo-2,2-dimethyl-propan-1-ol (8.45 g, 50 mmol, 2 eq.) were heated together at 90° C. overnight. The reaction was allowed to cool to room temperature and quenched with 2M HCl solution (50 ml) and extracted with TBME (3×50 ml). The aqueous phase was basified to pH 14 with 2M NaOH solution and extracted with DCM (3×50 ml). The combined organic extracts were dried over MgSO4, filtered, washed with DCM and concentrated in vacuo to give the title compound (1.03 g, 26%) as a pale yellow oil.

1. customquenched with 2M HCl solution (50 ml)
2. extractionextracted with TBME (3×50 ml)
3. extractionextracted with DCM (3×50 ml)
4. dry with materialThe combined organic extracts were dried over MgSO4
5. filtrationfiltered
6. washwashed with DCM
7. concentrationconcentrated in vacuo

ORD record

ord-ee5650e5395444e383efec72dc87b728

Source dataset

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07456164B2