Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate | HCID 15043278 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Ruthenium | HCID 23950 | — |
| Catalyst | Benzeneruthenium(II) Chloride Dimer | HCID 10962144 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59171048 | HCID 59171048 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07667049B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-8faf0d5884e2429d85140ac5a93c5fd3 |
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| Source note | uspto-grants-2010_02 |
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