Methanol → Methyl 2-methoxybenzeneacetate

HRID 2309570Notes

Reaction equation

HRID 2309570 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=[O:11].[CH3:13]O>S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([O:12][CH3:13])=[O:11]

Participants

4

Reactant 2

HCID 887MethanolHCID 71342-Methoxyphenylacetic acid

Product 1

HCID 99590Methyl 2-methoxybenzeneacetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

500 g of 2-methoxy-benzeneacetic acid are dissolved in 4 1 of methanol and 150 ml of sulfuric acid (d 1.84). The solution is boiled for 24 hours and poured onto ice water. The aqueous phase is extracted with chloroform which is then shaken against water and a solution of sodium hydrogen carbonate, whereupon the chloroform solution is evaporated.

Workup

  1. additionpoured onto ice water
  2. extractionThe aqueous phase is extracted with chloroform which
  3. customa solution of sodium hydrogen carbonate, whereupon the chloroform solution is evaporated

Sources & evidence

ORD record
ord-026bd3804b2a4c1bb82d0cda2e4fd99b
Source dataset
uspto-grants-1987_09
Patent number
US04695648

Reaction notes

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