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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386325Generated: October 29, 2026

Oxalic Acid → HCID 59289083, compound

https://huagongshe.com/reaction/386325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-Bromo-1-propanolHCID 12308—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant(trans,trans)-4'-Pentyl-(1,1'-bicyclohexyl)-4-carboxylic acidHCID 1712164—
SolventDichloromethaneHCID 6344—
ProductHCID 59289083HCID 59289083—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of DCC (11.3 g, 54.5 mmol) in DCM is added slowly to an ice cooled mixture of 4′-pentyl-bicyclohexyl-4-carboxylic acid (15.0 g, 53.5 mmol), dimethylaminopyridine (1.1 g) and 3-bromopropan-1-ol (7.5 g, 54.0 mmol) and DCM (100 ml). After addition is complete, the mixture is stirred at 25° C. overnight. Oxalic acid is added to mop up excess DCC, the mixture is filtered and then evaporated to dryness to afford 4′-pentyl-bicyclohexyl-4-carboxylic acid 3-bromo-propyl ester as a white solid which gave correct mass ion by GCMS (M+401). 1H NMR gave expected signals. The product is used without further purification in the preparation of preferred example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372307B2
Source datasetuspto-grants-2013_02
ORD IDord-c8c82968d4f0472795470d44c8d51669
Source noteuspto-grants-2013_02