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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446136Generated: October 25, 2026

Dimethylformamide → HCID 59171048, compound

https://huagongshe.com/reaction/1446136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylateHCID 15043278—
ReactantHCID 178418361HCID 178418361—
CatalystRutheniumHCID 23950—
CatalystBenzeneruthenium(II) Chloride DimerHCID 10962144—
SolventDichloromethaneHCID 6344—
ProductHCID 59171048HCID 59171048—

Reaction Conditions

Temperature99.5 °C

Reaction Steps

90 mL of dehydrated N,N-dimethylformamide was added to 2.58 g of benzene ruthenium (II) chloride dimer (5.15 mmol) and 6.73 g of (S)-(−)-2,2,′-bis(diphenylphosphino)-1,1-binaphthyl (S-BINAP) (10.8 mmol). The mixture was stirred for 10 minutes in an oil bath at an external temperature of 97 to 102° C. in an argon atmosphere. Subsequently, the mixture was stood to be cooled at room temperature. Volatile materials were evaporated under reduced pressure in an oil bath at an external temperature of 50 to 60° C. to give a catalyst. 300 g of 1-benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate (1.03 mol) and 500 mL of dehydrated dichloromethane were placed in an autoclave and the ruthenium catalyst dissolved in 850 mL of dehydrated dichloromethane was added. The mixture was stirred for 6 hours under a hydrogen pressure of 5 MPa at an external temperature of 50 to 62° C. Hydrogen was released and the reaction mixture was concentrated under reduced pressure. This gave 320 g of the title compound as a green oil. This product was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07667049B2
Source datasetuspto-grants-2010_02
ORD IDord-8faf0d5884e2429d85140ac5a93c5fd3
Source noteuspto-grants-2010_02