HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dibromoethane → HCID 67282754, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18714158 | HCID 18714158 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67282754 | HCID 67282754 | — |
Reaction Steps
A solution of (2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carbox-aldehyde diethylthioacetal of formula I (800 mg, 2 mmol), 1,2-dibromoethane (940 mg, 2.5 mmol) and K2CO3 (828 mg, 3 mmol) in dry acetone (40 ml) was refluxed for 48 h. After the completion of reaction as indicated by TLC, EtOAc-hexane (7:3), the reaction mixture was poured on to the water and then extracted with ethylacetate. Evaporation of the organic layer gave the crude product, which was further purified by column chromatography on silica gel eluting with EtOAc-hexane (1:1) gave the pure (2S)-N-[4-(2-bromoethoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal of formula II.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07015215B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-088e23fa9f8c417aa2309f1815aa2fb7 |
| Source note | uspto-grants-2006_03 |