Methyl iodide → Methyl 2-methoxy-4-nitrobenzoate

HRID 76649Notes

Reaction equation

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

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 11430Potassium Carbonate

HCID 757764-Nitro-o-anisic acid

Product 1

HCID 10798535Methyl 2-methoxy-4-nitrobenzoateYield 77.7%

Procedure

In a manner analogous to the preparation of N2,N4-bis[4-(2-methyl-1,2,3,4-tetrazol-5-yl)methyleneoxyphenyl]-5-fluoro-2,4-pyrimidinediamine, 2-methoxy-4-nitrobenzoic acid (1 g, 5 mmol), potassium carbonate (1.4 g, 10 mmol) and iodomethane (0.47 mL, 7.5 mmol) gave methyl 2-methoxy-4-nitrobenzoate (820 mg, 77%) as a white solid.

Sources & evidence

ORD record: ord-c8dbc0dd858b49e797abc12ff9423b42
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835430B2

Reaction notes

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