Ethanol → Ethyl 4-methyl-3-nitrobenzoate

HRID 1710446Notes

Reaction equation

HRID 1710446 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[CH3:14][CH2:15]O>>[CH2:14]([O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=1)[CH3:15]

Participants

3

Reactant 2

HCID 702EthanolHCID 73194-Methyl-3-nitrobenzoic acid

Product 1

HCID 14945864Ethyl 4-methyl-3-nitrobenzoate

Conditions

Temperature
90 °C

Procedure

4-Methyl-3-nitro-benzoic acid (71 g, 0.39 mol) was dissolved in dry EtOH (600 mL) and dry HCl gas was bubbled into the solution for 5 min. The reaction was heated to 90° C. under N2 for 20 h, then cooled and concentrated to give 4-methyl-3-nitro-benzoic acid ethyl ester as a straw-color liquid (80.0 g, yield 98%).

Workup

  1. customdry HCl gas was bubbled into the solution for 5 min
  2. temperaturecooled
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f5c7dde8b1834abb97141284c811b025
Source dataset
uspto-grants-2010_09
Patent number
US07790712B2

Reaction notes

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