2-Methylbenzoic acid → Methyl o-toluate

HRID 1429376Notes

Reaction equation

HRID 1429376 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:11]O.Cl>>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:11])=[O:5]

Participants

3

Reactant 2

HCID 83732-Methylbenzoic acidHCID 21893726Hydrochloride methanol

Product 1

HCID 33094Methyl o-toluateYield 82%

Procedure

A solution of 2-methylbenzoic acid (18a) (5 g, 36.8 mmol) in MeOH.HCl (2.4M, 50 mL) was stirred at 70° C. overnight. The mixture was concentrated under reduced pressure to give compound 18b (4.5 g, 82% yield), which was used without purification.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8e08b5ce0bd64da0b3e178046c5c3c67
Source dataset
uspto-grants-2015_01
Patent number
US08940722B2

Reaction notes

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