Methyl iodide → 5-Bromo-1,2-dimethyl-3-nitrobenzene

https://huagongshe.com/reaction/2208910

Participants

Role	Name	HCID	Charge
Reactant	Methyl iodide	HCID 6328	—
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	5-Bromo-2-methyl-3-nitrobenzoic acid	HCID 13770008	—
Solvent	Dimethylformamide	HCID 6228	—
Product	5-Bromo-1,2-dimethyl-3-nitrobenzene	HCID 12381865	119.3%

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a stirred solution of 5-bromo-2-methyl-3-nitrobenzoic acid (287 g, 1100 mmol) in DMF (150 mL), were added sodium carbonate (468 g, 4415 mmol) and methyl iodide (627 g, 4415 mmol). The mixture was heated at 60° C. for 8 h. The precipitate was filtered and washed with diethyl ether (5 times). The combined organic layers were dried, concentrated under reduced pressure giving the title compound (302 g, 99%) which was used directly without further purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09376422B2
Source dataset	uspto-grants-2016_06
ORD ID	ord-1b8b8c030ea543b8b0eb36058fca9760
Source note	uspto-grants-2016_06