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

https://huagongshe.com/reaction/2208737

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%

Reaction Conditions

Temperature	60 °C

Reaction Steps

To stirred solution of 5-bromo-2-methyl-3-nitrobenzoic acid (287 g, 1103 mmol) in DMF (150 mL), sodium carbonate (468 g, 4415 mmol) and methyl iodide (626.63 g, 4415 mmol) were added. Resulting reaction mass was heated at 60° C. for 8 h. On completion, solid precipitated was filtered, residue washed with diethyl ether (5 times). Combined organic layers were dried, concentrated under reduced pressure giving the desired compound (302 g, 99).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09376422B2
Source dataset	uspto-grants-2016_06
ORD ID	ord-2e18b1c247e74971a3ca2b2122a4e064
Source note	uspto-grants-2016_06