Ethanol → Ethyl 4-methyl-3-nitrobenzoate

HRID 1748240Notes

Reaction equation

HRID 1748240 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].[CH2:14](O)[CH3:15]>>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:14][CH3:15])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

3

Reactant 2

HCID 702EthanolHCID 73194-Methyl-3-nitrobenzoic acid

Product 1

HCID 14945864Ethyl 4-methyl-3-nitrobenzoateYield 98%

Conditions

Temperature
90 °C

Procedure

4-Methyl-3-nitrobenzoic acid (71 g, 0.39 mol) is dissolved in dry ethanol (600 mL) and dry HCl gas is bubbled into the solution for 5 min. The reaction mixture is heated to 90° C. under N2 for 20 h. The solvent is removed under vacuum to afford the title compound as a straw-colored liquid (80.0 g, 98%).

Workup

  1. customdry HCl gas is bubbled into the solution for 5 min
  2. customThe solvent is removed under vacuum

Sources & evidence

ORD record
ord-9f654e6662ee46b1b7701f0891132f94
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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