HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethoxyethyl(dimethyl)amine → 2-(2-bromo-cyclopent-2-enyl)-N,N-dimethyl-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethoxyethyl(dimethyl)amine | HCID 87835 | — |
| Reactant | 2-Bromo-cyclopent-2-enol | HCID 11137462 | — |
| Solvent | M-Xylene | HCID 7929 | — |
| Product | 2-(2-bromo-cyclopent-2-enyl)-N,N-dimethyl-acetamide | HCID 21986069 | 63% |
Reaction Steps
2-Bromo-cyclopent-2-enol (Intermediate D3) (2.18 g, 13.4 mmol) and N,N-dimethylacetamide dimethyl acetal (3.5 mL, 21.5 mmol) in m-xylene (˜20 mL) were heated to 140° C. for 14 h. The mixture was freed of solvent and the residue was purified on a column of silica gel with 30% to 50% EtOAc:hexanes to give 2-(2-bromo-cyclopent-2-enyl)-N,N-dimethyl-acetamide (Intermediate FOUR1) 1.95 g (63%) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063087B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-eadb320e689944ac98014495cca22c04 |
| Source note | uspto-grants-2011_11 |