Pyridine → N-(2-benzoyloxyethyl)pyridinium bromide

HRID 1614297Notes

Reaction equation

HRID 1614297 reaction equation
[C:1]([O:9][CH2:10][CH2:11][Br:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(#N)C>[Br-:12].[C:1]([O:9][CH2:10][CH2:11][N+:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1049PyridineHCID 5230902-Bromoethyl Benzoate

Product 1

HCID 19762119N-(2-benzoyloxyethyl)pyridinium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 50.0 grams (0.218 mol) of 2-bromoethyl benzoate, 17.27 grams (0.218 mol) of pyridine and 135 milliters of acetonitrile was heated at reflux for 17.75 hours and cooled. Solid crystallized and was collected, washed with acetonitrile, then with ether and dried. The yield of product was 48.5 grams (72.19% of theory); mp=162°-164° C.

Workup

  1. temperatureat reflux for 17.75 hours
  2. temperaturecooled
  3. customSolid crystallized
  4. customwas collected
  5. washwashed with acetonitrile
  6. dry with materialwith ether and dried

Sources & evidence

ORD record
ord-f6b9a5e6dde7443fb18861aa01558bb6
Source dataset
uspto-grants-1993_03
Patent number
US05196539

Reaction notes

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