Methanol → HCID 58298861, compound

HRID 388784Notes

Reaction equation

HRID 388784 reaction equation
[CH2:1]([C:3]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6])[CH3:2].S(=O)(=O)(O)O.[CH3:20]O>>[CH2:1]([C:3]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[CH:9]=[CH:8][C:4]=1[C:5]([O:7][CH3:20])=[O:6])[CH3:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 58298857HCID 58298857, compound

Product 1

HCID 58298861HCID 58298861, compound

Procedure

5.0 g of 2-ethyl-4-methoxy-3-methylbenzoic acid are refluxed with 0.5 ml of conc. sulfuric acid and 50 ml of methanol in a round-bottomed flask for 2 days. The solvent is distilled off, 100 ml of water are added to the residue, and the precipitated solid is filtered off with suction and dried, giving 5.2 g of methyl 2-ethyl-4-methoxy-3-methylbenzoate (quant); MS-FAB (M+H+)=209.1; Rf (polar method): 2.46 min.

Workup

  1. distillationThe solvent is distilled off
  2. addition100 ml of water are added to the residue
  3. filtrationthe precipitated solid is filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-c8ac0d6d863f4b59bb2e6b1eaf830b0f
Source dataset
uspto-grants-2013_02
Patent number
US08377975B2

Reaction notes

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