1-Bromo-3-chloropropane → 1-(3-Chloropropyl)-pyrrolidine

To the solution of about 186 g (1.18 mol) of 1-bromo-3-chloropropane in about 200 ml of ether was added about 2 equivalent of pyrrolidine at about 0° C. After addition, the mixture was allowed to warm to room temperature and stirred overnight. The resulting white solid residue was removed and to the clear solution was added ice-cold 10% hydrochloric acid. The ether layer was discarded and the acid layer was basified with ice-cold 20% NaOH, extracted with ether and dried over Na2SO4. Ether was removed and the residue was distilled under vacuum (95° C./30 mmHg). About 91 g of product having formula (VIII) was obtained in a form of a pale yellow liquid. The yield was about 53%.

1. additionAfter addition
2. customThe resulting white solid residue was removed and to the clear solution
3. additionwas added ice-cold 10% hydrochloric acid
4. extractionextracted with ether
5. dry with materialdried over Na2SO4
6. customEther was removed
7. distillationthe residue was distilled under vacuum (95° C./30 mmHg)
8. customwas obtained in a form of a pale yellow liquid

ORD record

ord-58821c59b28141e5a220ac8a7d77ebe5

Source dataset

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07456176B2