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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968530Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 86598605, compound

https://huagongshe.com/reaction/968530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-Phenoxy 1-propanolHCID 80319—
Reactant(3R)-4-(4-toluenesulfonyl)thiomorpholine-3-carboxylic acidHCID 69415969—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 86598605HCID 8659860589.5%

Reaction Steps

0.301 g (1 mmol) of (3R)-4-(4-toluenesulfonyl)thiomorpholine-3-carboxylic acid, 0.190 g (1.5 mmol) of (3-phenoxy)-propanol, 0.088 g (0.33 mmol) of CAS, 0.227 g (1.2 mmol) of DCC and 0.04 g (0.33 mmol) of DMAP were dissolved in 15 mL of CH2Cl2. The mixture was stirred for 24 h at room temperature. The solid was filtrated and the solvent was evaporated. The residual was dissolved in a suitable amount of ethyl acetate (20 ml) and then the mixture was filtered to remove insoluble substance. The ethyl acetate was added to 60 ml and then the liquid was washed with 10% NaHCO3 solution, saturated NaCl solution and dried over Na2SO4. After the drying agent was removed and part of ethyl acetate was evaporated, the crude product was purified by flash column chromatography (eluent: ethyl acetate:cyclohexane=1:4) to obtain the product as a oil (0.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07304057B2
Source datasetuspto-grants-2007_12
ORD IDord-13c803ec9a864e499f5f4fd69763005a
Source noteuspto-grants-2007_12