HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Boron trifluoride etherate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | Sparteine | HCID 644020 | — |
| Reactant | CID 53628100 | HCID 178418400 | — |
| Product | Boron trifluoride etherate | HCID 8000 | 83% |
Reaction Steps
Scheme 4 provides an example of an embodiment of the process shown in Scheme 3. In this particular embodiment, the chiral diamine is (−)-sparteine, the organometallic compound is an organolithium compound, and more concretely it is s-BuLi, the solvent is Et2O, the strained cyclic ether is the epoxide ethylene oxide, the Lewis acid is BF3, provided as BF3.Et2O, m=1, and n=3. A compound of formula (Ia) in Scheme 4 can be characterized as being the enantiomer (+)-(R) because it is obtained in an ee of at least 80%, and in some embodiments about 82%. A compound of formula (Ia) was obtained in embodiments of this invention with a yield of about 83% and ee of about 82%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402670B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-9b78f1bd0be94444845d51c5656e9672 |
| Source note | uspto-grants-2008_07 |