HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 53752512, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Reactant | HCID 67643887 | HCID 67643887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53752512 | HCID 53752512 | 85% |
Reaction Steps
To a solution of ethyl(2RS,3SR)-3-(4-t-butyldimethylsiloxyphenyl)-1-oxoindane-2-carboxylate (130 mg, 0.32 mmol) in CH2Cl2 (3 ml) under an argon atmosphere was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (80 mg, 0.35 mmol). The resulting mixture was stirred for 2.5 h. Aqueous NaHSO3 and EtOAc were added, and the mixture was stirred for 5 min. The aqueous phase was separated and extracted with EtOAc, and the combined organic extracts were washed successively with aqueous NaHCO3, H2O and saturated aqueous NaCl and dried. The solvent was removed in vacuo, and the residue was purified by flash chromatography on silica gel to afford the title compound (110 mg, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05817693 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-9b81c4ef91be4033b06267d018bac727 |
| Source note | uspto-grants-1998_10 |