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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727843Generated: November 3, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-(3-Cyclopenten-1-ylcarbonyl)-4-(3,4-dichlorophenoxy)piperidine

https://huagongshe.com/reaction/1727843

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Cyclopentene-1-carboxylic acidHCID 853756—
Reactant3,4-DichlorophenoxypiperidineHCID 68580325—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product1-(3-Cyclopenten-1-ylcarbonyl)-4-(3,4-dichlorophenoxy)piperidineHCID 6893818779.6%

Reaction Steps

3,4-Dichlorophenoxypiperidine (3.09 g) was dissolved in dichloromethane (80 mL). HOBT (1.77 g) and DMAP (0.44 g) were added followed by a solution of 3-cyclopentene-1-carboxylic acid (1.45 g) in dichloromethane (5 mL). EDCI (2.45 g) was added and the solution was stirred for 60 h. Water (100 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane (2×40 mL). The organic phases were combined, dried (MgSO4), filtered and evaporated to give subtitle compound (3.40 g) that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495013B2
Source datasetuspto-grants-2009_02
ORD IDord-003c782868804755856599a9342dd79c
Source noteuspto-grants-2009_02