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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277429Generated: October 30, 2026

Ethoxyethylamine → HCID 70873910, compound

https://huagongshe.com/reaction/2277429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthoxyethylamineHCID 66970—
ReactantBenzoic acid, 2-fluoro-, ethyl esterHCID 67953—
ReactantDiisopropylethylamineHCID 81531—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 70873910HCID 70873910—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of commercially available 2-Fluoro-benzoic acid ethyl ester (1 g, 6.01 mmol) and 2-Ethoxy-ethylamine (0.500 g, 2.97 mmole) in dry N,N′dimethylformamide (10 mL) in a screw cap vial was added diisopropylethylamine (1.1 eq, 0.223 g, 3.27 mmole, 1.1 mL). The resulting solution was heated to 120° C. for 4 hours. Reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate (25 mL×3). Combined organic phase was washed consecutively with water, brine before drying over sodium sulfate. Organic phase was evaporated and the residue was purified by flash chromatography to afford 2-(2-Ethoxy-ethylamino)-benzoic acid ethyl ester as a clear liquid (0.493 g, 70%, LCMS calc M+H 238, obs M+H 238).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133164B2
Source datasetuspto-grants-2015_09
ORD IDord-91d6690ea3bc4e67b839d863a8e3c368
Source noteuspto-grants-2015_09