Benzyl Bromide → HCID 18946426, compound

HRID 1769067Notes

Reaction equation

HRID 1769067 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](C=O)[CH:3]=1.S1(CCCC1)(=O)=O.C([Br:24])C1C=CC=CC=1.[C:25](OCC)(=[O:27])C>O>[Br-:24].[CH:25]([N+:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=1)=[O:27]

Participants

6

Reactant 4

HCID 7498Benzyl BromideHCID 8857Ethyl AcetateHCID 31347SulfolaneHCID 100118944-Methylpyridine-2-carbaldehyde

Product 1

HCID 18946426HCID 18946426, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-methyl-2-pyridine carboxaldehyde (1.0 g, 8.26 mmol), sulfolane (10 ml) and benzyl bromide (0.98 ml, 8.3 mmol) was stirred at room temperature for 16 hours, then was heated on a steam bath for 16 hours. Several portions of ethyl acetate were added to the reaction mixture and subsequently decanted to yield a residual gum. The gum was dissolved in water, washed with ether and evaporated to dryness to afford crude formyl-4-methyl pyridinium bromide.

Workup

  1. temperaturewas heated on a steam bath for 16 hours
  2. customsubsequently decanted
  3. customto yield a residual gum
  4. washwashed with ether
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-4c21855dc1854ecea67d4930a4f63149
Source dataset
uspto-grants-1995_01
Patent number
US05380729

Reaction notes

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