HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 118415268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | (1-tert-Butoxy-vinyloxy)-tert-butyl-dimethyl-silane | HCID 10922347 | — |
| Reactant | HCID 118415298 | HCID 118415298 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118415268 | HCID 118415268 | 66% |
Reaction Steps
To (1-tert-butoxyvinyloxy)(tert-butyl)dimethylsilane (7) (9.9 g, 43.0 mmol) in dichloromethane (80 mL) was added (S)—N-benzyl-1-cyclopentyl-2,2-dimethoxy-(S)—N-benzyl-1-cyclopentyl-2,2-dimethoxy-N-methylethanamine (6) (8.0 g, 28.8 mmol) followed by a solution of BF3. ether (3.6 mL) in DMF (4.9 mL) and dichloromethane (20 mL) at 0° C. The reaction mixture was stirred at room temperature overnight. After concentrated, the residue was purified by silica gel flash chromatography (petroleum ether:ethyl acetate, 10:1) to give product 8 (4.3 g, 66%). LC-MS: 361.3 [M+H+]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260478B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-318e08feda5e4e6782a772d5aae8add1 |
| Source note | uspto-grants-2016_02 |