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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747307Generated: November 1, 2026

Benzene, 2-fluoro-4-methyl-1-nitro- → 3-(5-Methyl-2-nitro-phenylamino)-hexanoic acid ethyl ester

https://huagongshe.com/reaction/1747307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 2-fluoro-4-methyl-1-nitro-HCID 67966—
ReactantDiisopropylethylamineHCID 81531—
ReactantHexanoic acid, 3-amino-, ethyl ester, hydrochloride (1:1)HCID 75530735—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(5-Methyl-2-nitro-phenylamino)-hexanoic acid ethyl esterHCID 5949762673.2%

Reaction Steps

To a solution of 3-Fluoro-4-nitrotoluene (1.0 g, 6.5 mmol) in DMF (5 mL) were: 3-Amino-hexanoic acid ethyl ester hydrochloride (1.3 g, 6.7 mmol) and DIPEA (2.2 mL, 12.9 mmol). The reaction mixture was stirred at room temperature for 48 h. The reaction mixture was then diluted with ethyl acetate and washed with water (×4). The organic phase was then dried over Na2SO4 and concentrated. The resulting residue was purified by Combiflash using hexane and ethyl acetate (10% gradient) as an eluent to afford 1.4 g of the desired product as orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-836a387586724ecdb604e6f9f56de0bf
Source noteuspto-grants-2015_10