Acetic Acid → HCID 178468988, compound

HRID 1720221Notes

Reaction equation

HRID 1720221 reaction equation
[N+:1](=[CH2:3])=[N-:2].[CH2:4]([O:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][C:9]=1[C:14]#[CH:15])[CH3:5].C(O)(=O)C>C(OCC)C>[CH2:4]([O:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][CH:11]=[N:10][C:9]=1[C:14]1[CH:15]=[CH:3][NH:1][N:2]=1)[CH3:5]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 54287317HCID 54287317, compound

Product 1

HCID 178468988HCID 178468988, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

An excess of diazomethane in diethylether at 0° is added to 3.91 g of 2-ethynylnicotinic acid ethyl ester and the solution allowed to warm to RT and let stand overnight. Acetic acid is added until no further gas evolves and the mixture is extracted with brine, dried over MgSO4, filtered and the solvent removed by evaporation under vacuum to yield the title compound as an oil.

Workup

  1. extractionthe mixture is extracted with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed by evaporation under vacuum

Sources & evidence

ORD record
ord-1babc97cc29d41a0a7c05a1da247d280
Source dataset
uspto-grants-1996_04
Patent number
US05506191

Reaction notes

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