HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → HCID 59756821, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 59756814 | HCID 59756814 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59756821 | HCID 59756821 | 89% |
Reaction Steps
To a solution of 0.80 g (2.4 mmol) 1′-benzyl-7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-7-yl acetate in 47 ml dichloromethane were subsequently added 2.8 ml (18 mmol) triethylsilane and 2.2 ml (18 mmol) boron trifluoride etherate at room temperature. The reaction mixture was heated at reflux over night. The cooling bath was then removed and the reaction mixture was diluted with dichloromethane. The organic layer was washed with aqueous 2 M sodium hydroxide solution. The aqueous layer was extracted with two portions of dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. Flash-chromatography (aminopropyl-modified silica gel) gave the title compound (0.59 g, 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08034937B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-0322b22c6aad47e39801207b64f3d487 |
| Source note | uspto-grants-2011_10 |