Hydrochloric Acid → Methyl Salicylate

HRID 38014

Reaction equation

HRID 38014 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH3:12]O>>[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:12])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 338Salicylic AcidHCID 887Methanol

Product 1

HCID 4133Methyl Salicylate

Conditions

Temperature
50 °C

Procedure

To a solution of 2-hydroxybenzoic acid (110 g, 796 mmol) in MeOH (400 mL) was bubbled HCl (gas) for 1 h. The resulting mixture was stirred at 50° C. overnight. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to give the crude methyl 2-hydroxybenzoate that was used directly without further purification.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6ed910bb28fc4b8d8a4415eae330f7a1
Source dataset
uspto-grants-2013_09
Patent number
US08524702B2

Linked notes

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