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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444727Generated: October 25, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → methyl (2E)-7-(2,3-diphenylacrylamido)heptanoate

https://huagongshe.com/reaction/444727

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantalpha-Phenylcinnamic acid, (E)-HCID 700620—
ReactantMethyl 7-aminoheptanoateHCID 11084159—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Productmethyl (2E)-7-(2,3-diphenylacrylamido)heptanoateHCID 5947503284.2%

Reaction Steps

To a solution of (2E)-2,3-diphenylacrylic acid (0.32 g, 1.4 mmol) (prepared according to procedure given in example 1) in DMF (5 mL) was added Methyl-7-aminoheptanoate (0.25 g, 1.3 mmol), EDCI (0.55 g, 2.8 mmol) and HOBt (0.19 g, 1.4 mmol). TEA (0.6 mL, 4.3 mmol) was added dropwise with constant stirring to the above reaction mixture and it was stirred for 2 hours at room temperature. Reaction mixture was diluted with water (100 mL), extracted with ethyl acetate (2×100 mL). The organic layer was washed successively with water (3×50 mL), and brine solution (1×50 mL). The organic layer was dried over Na2SO4 and concentrated to afford the title compound (0.4 g, 61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476255B2
Source datasetuspto-grants-2013_07
ORD IDord-eb66bcd46c0c48cc9358b3ef502ddd39
Source noteuspto-grants-2013_07