HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 70673735, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 86709900 | HCID 86709900 | — |
| Product | HCID 70673735 | HCID 70673735 | 72% |
Reaction Steps
A solution of benzyl 3-(1-methyl-1-silacyclohexan-1-yl)acrylate (1.940 g, 7.08 mmol) in nitromethane (5 ml) was cooled on ice, and added with DBU (0.26 ml, 1.74 mmol), and the mixture was stirred for 30 minutes, and further stirred at room temperature for 17 hours. The reaction mixture was added with aqueous hydrochloric acid (1 N), the mixture was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium hydrogencarbonate, and then treated in a conventional manner. The residue was purified by silica gel column chromatography [hexane/ethyl acetate (14:1)] to obtain benzyl 4-nitro-3-(1-methyl-1-silacyclohexan-1-yl)butanoate (1.711 g, 72%) mentioned in the title as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895769B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-ad82f44129e6474192b410b1cd4d4bdc |
| Source note | uspto-grants-2014_11 |