(Triphenylphosphoranylidene)acetaldehyde → HCID 58201316, compound

HRID 476199Notes

Reaction equation

HRID 476199 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-1cbb1725e5a848979b45e4afc26e65a4
Source dataset
uspto-grants-2014_01
Patent number
US08637675B2

Reaction notes

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