Pyrrolidine → 1-(4-Bromobenzyl)pyrrolidine

HRID 1916525Notes

Reaction equation

HRID 1916525 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1.C(N(C(C)C)C(C)C)C>C1COCC1>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 685274-Bromobenzyl bromideHCID 81531Diisopropylethylamine

Product 1

HCID 127380041-(4-Bromobenzyl)pyrrolidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 12.5 g (50 mmol) 4-bromobenzylbromide is slowly added dropwise to a solution of 4.52 mL (55 mmol) pyrrolidine and 10.3 mL (60 mmol) ethyldiisopropylamine in 100 mL THF and stirred overnight at RT. The precipitate is filtered off and the solvent is eliminated i.vac. The product is obtained as a light-brown liquid which is further reacted without purification.

Workup

  1. filtrationThe precipitate is filtered off
  2. customThe product is obtained as a light-brown liquid which
  3. customis further reacted without purification

Sources & evidence

ORD record
ord-5d2c819c58c843bb9f02d11482261d21
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

Loading…