Pyridine → Pyridinium, 1-(2-ethoxy-2-oxoethyl)-, bromide (1:1)

HRID 1614294Notes

Reaction equation

HRID 1614294 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>C(#N)C>[Br-:7].[CH2:12]([O:11][C:9]([CH2:8][N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:10])[CH3:13]

Participants

4

Reactant 2

HCID 1049PyridineHCID 7748Ethyl bromoacetate

Product 1

HCID 87028Pyridinium, 1-(2-ethoxy-2-oxoethyl)-, bromide (1:1)

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 47.37 grams (0.599 mol) of pyridine in 300 milliters of acetonitrile over a period of approximately 5 minutes there was added 100.0 grams (0.599 mol) of ethyl bromoacetate. The mixture was then stirred for approximately 19.3 hours. Solid crystallized and was collected, washed with ether and dried. The yield of product was 113.3 grams (76.86% of theory); mp=133°-134° C.

Workup

  1. customSolid crystallized
  2. customwas collected
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-f4391b37c25d4e478a60ba37f277cdb6
Source dataset
uspto-grants-1993_03
Patent number
US05196538

Reaction notes

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