Methanol → HCID 13973078, compound

HRID 1185968Notes

Reaction equation

HRID 1185968 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[CH:13]([CH3:17])[C:14]([OH:16])=[O:15])([O-:3])=[O:2].CO.[CH3:20][Si](C=[N+]=[N-])(C)C>C1(C)C=CC=CC=1>[CH3:20][O:15][C:14](=[O:16])[CH:13]([C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:17]

Participants

5

Reactant 3

HCID 887MethanolHCID 167693TrimethylsilyldiazomethaneHCID 13986118HCID 13986118, compound2×

Product 1

HCID 13973078HCID 13973078, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 250 ml three-necked conical flask equipped with a nitrogen inlet and a stirrer was purged with nitrogen, and was added with 2,4-dinitrophenylpropanoic acid (2.40 g, 0.01 mole), methanol (20 ml) and toluene (83 ml). Stirring was conducted at room temperature until 2,4-dinitrophenylpropanoic acid was dissolved. Trimethylsilyldiazomethane (8.3 ml) was then added, and reaction was conducted for 3 hours at room temperature. Solvent was removed by distilling under a reduced pressure and by drying at 70° C. to obtain 2,4-dinitrophenylpropanoic acid methyl ester (2.29 g, yield: 90%).

Workup

  1. customA 250 ml three-necked conical flask equipped with a nitrogen inlet and a stirrer
  2. customwas purged with nitrogen
  3. dissolutionwas dissolved
  4. customreaction
  5. customSolvent was removed
  6. distillationby distilling under a reduced pressure
  7. customby drying at 70° C.

Sources & evidence

ORD record
ord-3144f0bec4d740bd8788d67555b29967
Source dataset
uspto-grants-2014_03
Patent number
US08673177B2

Reaction notes

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