2-(2-Hydroxyethyl)pyridine → 2-[2-(4-Bromobutoxy)ethyl]pyridine

HRID 2108027Notes

Reaction equation

HRID 2108027 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][OH:9].[Br:10][CH2:11][CH2:12][CH2:13][CH2:14]Br>>[Br:10][CH2:11][CH2:12][CH2:13][CH2:14][O:9][CH2:8][CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1

Participants

3

Reactant 2

HCID 76752-(2-Hydroxyethyl)pyridineHCID 80561,4-Dibromobutane

Product 1

HCID 230450722-[2-(4-Bromobutoxy)ethyl]pyridineYield 61.1%

Procedure

From 2-pyridineethanol (5.0 g) and 1,4-dibromobutane (26.29 g), with a reaction time of 4 h. FCC eluting with ether-hexane (1:1) gave the title compound as a pale yellow oil (6.4 g), t.l.c. (ether-hexane 1:1) Rf 0.37.

Workup

  1. customwith a reaction time of 4 h
  2. washFCC eluting with ether-hexane (1:1)

Sources & evidence

ORD record
ord-700a49b178ca480f95329b8047d3a7fe
Source dataset
uspto-grants-1990_06
Patent number
US04937251

Reaction notes

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