HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 11543631, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Methyl-2-butene | HCID 10553 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 11572813 | HCID 11572813 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11543631 | HCID 11543631 | 40.2% |
Reaction Steps
Dissolve 1-cyclohexyl-3-(3-methoxy-benzyl)-pyrrolidin-2-one (example 67) (440 mg, 1.5 mmol) in methylene chloride (50 ml) and add 2-methyl 2-butene (0.97 ml, 9.2 mmol) followed by borontribromide (0.43 ml, 4.6 mmol) and stir at room temperature for 20 minutes. Pour reaction mixture into an ice, methanol, sodium bicarbonate mixture and stir for 5 minutes. Separate layers wash organic with brine dry over sodium sulfate, filter and concentrate. Purify by silica gel (10-20% ethyl acetate in hexanes) to yield 165 mg (39%) of the title compound: Mass spectrum (apci) m/z=274 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713979B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-88a803aaf645456aadd3f10c74fa2ce9 |
| Source note | uspto-grants-2010_05 |