HCID 54361418, compound → 6-(4-Bromophenyl)-3-pyridineacetaldehyde

HRID 1198843Notes

Reaction equation

HRID 1198843 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]=[CH:15][O:16]C)=[CH:10][N:9]=2)=[CH:4][CH:3]=1>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH:15]=[O:16])=[CH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 54361418HCID 54361418, compound

Product 1

HCID 540726296-(4-Bromophenyl)-3-pyridineacetaldehyde

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 12.4 g of 2-(p-bromophenyl)-5-(2-methoxyvinyl)pyridine in 200 ml of tetrahydrofuran/2N hydrochloric acid (vol. 4:1) is heated to reflux for 1 hour while stirring. The reaction mixture is subsequently partitioned three times in diethyl ether/water. The organic extracts are washed twice with water, dried over magnesium sulphate, filtered and evaporated, whereby [2-(p-bromophenyl)-5-pyridyl]acetaldehyde is obtained as the residue.

Workup

  1. temperatureto reflux for 1 hour
  2. customThe reaction mixture is subsequently partitioned three times in diethyl ether/water
  3. washThe organic extracts are washed twice with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-89a686a0ad6643c780e49c34853a2e09
Source dataset
uspto-grants-1990_02
Patent number
US04898455

Reaction notes

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