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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74073Generated: October 29, 2026

Methyl iodide → Methyl 2-tert-butyl-5-nitrobenzoate

https://huagongshe.com/reaction/74073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant14034-90-3HCID 11958951—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-tert-butyl-5-nitrobenzoateHCID 20815738—

Reaction Steps

To a mixture of 2-tert-butyl-5-nitrobenzoic acid (120 mg, 0.53 mmol) and K2CO3 (147 mg, 1.1 mmol) in DMF (5.0 mL) was added CH3I (40 μL, 0.64 mmol). The reaction mixture was stirred at room temperature for 10 min, diluted with water and extracted with EtOAc. The combined organic layers were washed with brine and dried over MgSO4. After filtration, the filtrate was concentrated to give methyl 2-tert-butyl-5-nitrobenzoate, which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 8.20 (d, J=2.6 Hz, 1H), 8.17 (t, J=1.8 Hz, 1H), 7.66 (d, J=8.6 Hz, 1H), 4.11 (s, 3H), 1.43 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829204B2
Source datasetuspto-grants-2014_09
ORD IDord-cc6b2b40adcb4cb683cda4539ff92ceb
Source noteuspto-grants-2014_09