Triethylsilane → Methyl 5-ethyl-2,4-dimethoxybenzoate

HRID 2293554Notes

Reaction equation

HRID 2293554 reaction equation
[C:1]([C:4]1[C:5]([O:16][CH3:17])=[CH:6][C:7]([O:14][CH3:15])=[C:8]([CH:13]=1)[C:9]([O:11][CH3:12])=[O:10])(=O)[CH3:2].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH3:15][O:14][C:7]1[CH:6]=[C:5]([O:16][CH3:17])[C:4]([CH2:1][CH3:2])=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 21477069Methyl 5-acetyl-2,4-dimethoxybenzoate

Product 1

HCID 21477041Methyl 5-ethyl-2,4-dimethoxybenzoate

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A 0.50 g portion of methyl 5-acetyl-2,4-dimethoxybenzoate was dissolved in 10 ml of trifluoroacetic acid, 0.83 ml of triethylsilane was added, followed by 20 minutes stirring. After evaporation of the solvent, the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give 0.50 g of methyl 2,4-dimethoxy-5-ethylbenzoate.

Workup

  1. customAfter evaporation of the solvent
  2. customthe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-ed5036f4a6c34e7b98c49bbb27862e3f
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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