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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2117390Generated: October 27, 2026

Ethyl Acetate → Ot-551

https://huagongshe.com/reaction/2117390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantCyclopropanecarboxylic acidHCID 15655—
ReactantTempolHCID 137994—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
ProductOt-551HCID 10131000—

Reaction Steps

To a stirred solution of Tempol (1.72 g, 0.01 mmole), cyclopropanecarboxylic acid (0.946 g, 0.011 mmole), and DMAP (0.12, 0.001 mmole) in dichloromethane (25 ml) was added DCC (2.27 g, 0.11 mmole) and the mixture was stirred overnight at room temperature. The mixture was filtered over celite and the solution was evaporated under reduced pressure. The product was isolated by silica gel column chromatography using first hexane and then 10% ethyl acetate in hexane. Yield: 2.26 g (94.1). IR and NMR were consistent with the assigned structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07442711B2
Source datasetuspto-grants-2008_10
ORD IDord-01ff72d8c1854753af1b3e6b1aac4721
Source noteuspto-grants-2008_10