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

HRID 502474Notes

Reaction equation

HRID 502474 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(OCC)(=O)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 8857Ethyl AcetateSolvent

Procedure

A mixture of pyridine (3 g, 38 mmol) and ethyl bromoacetate (6.3 g, 38 mmol) in 30 ml of ethyl acetate was stirred for 12 h. The precipitate formed was isolated by filtration and washed with diethyl ether (30 ml), to give, after drying, 7 g of 1-ethoxycarbonylmethylpyridinium bromide 5.

Workup

  1. customThe precipitate formed
  2. customwas isolated by filtration
  3. washwashed with diethyl ether (30 ml)
  4. customto give
  5. customafter drying

Sources & evidence

ORD record
ord-c170f83e431a458ea4685534f1fe1bf2
Source dataset
uspto-grants-2010_08
Patent number
US07776107B2

Reaction notes

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