HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Malonate → HCID 6999756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | beta-nitrostyrene, (E)- | HCID 5284459 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 6999756 | HCID 6999756 | — |
Reaction Steps
To a solution (0.40 ml) of trans-β-nitrostyrene (29.8 mg, 0.20 mmol) and diethyl malonate (0.061 ml, 0.40 mmol) in toluene was added, as an asymmetric catalyst, (R,R)-trans-1-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(N,N-dimethylamino)cyclohexyl]urea (7.9 mg, 0.02 mmol) obtained in Example 1B at room temperature under an argon atmosphere. After 24 hr, the reaction mixture was concentrated under reduced pressure. The residue was purified by preparative TLC (elution solvent: n-hexane/ethyl acetate=5/1) to give the title compound as colorless needle crystals (53.8 mg, 87%, 91% ee). The yield and optical purity are shown in Table 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632970B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-22855919125c44ffada856e8af6893fd |
| Source note | uspto-grants-2009_12 |