(Triphenylphosphoranylidene)acetaldehyde → HCID 58201316, compound

HRID 1467900Notes

Reaction equation

HRID 1467900 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8](O)=O)[CH:5]=[CH:4][CH:3]=1.C1(P(=[CH:30][CH:31]=[O:32])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Br:1][C:2]1[N:7]=[C:6](/[CH:8]=[CH:30]/[CH:31]=[O:32])[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 5939196-Bromopyridine-2-carboxylic acid

Product 1

HCID 58201316HCID 58201316, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Solution of 6-bromo-2-carboxypyridine (3 g, 16.1 mmol) was dissolved in dichloromethane (100 mL). (Triphenylphosphoranylidene) acetaldehyde (4.9 g, 16.1 mmol) was added and obtained mixture was stirred at room temperature for 5 hrs. Dichloromethane was partially evaporated (to the volume about 50 mL) and reaction mixture was applied on chromatography column (SilicaGel 60) Products were eluted with dichloromethane. Fractions containing product were combined and evaporated to give 2.3 g of white powder (Yield 67%).

Workup

  1. customobtained mixture
  2. customDichloromethane was partially evaporated (to the volume about 50 mL) and
  3. customreaction mixture
  4. washwere eluted with dichloromethane
  5. additionFractions containing product
  6. customevaporated

Sources & evidence

ORD record
ord-06b8b31f7a6246a7ab98e57763c4f790
Source dataset
uspto-grants-2015_04
Patent number
US09000179B2

Reaction notes

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