HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 6-Bromo-3',4'-dihydro-1'H-spiro[indene-2,2'-naphthalen]-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Indanone, 6-bromo- | HCID 139778 | — |
| Reactant | Alpha-bromo-2-(2-bromoethyl)toluene | HCID 816791 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Bromo-3',4'-dihydro-1'H-spiro[indene-2,2'-naphthalen]-1(3H)-one | HCID 58197583 | — |
Reaction Steps
A mixture of 6-bromo-indan-1-one (3.57 g, 17 mmol), 1-(2-bromo-ethyl)-2-bromomethyl-benzene (4.7 g, 17 mmol) in THF (50 mL) was added NaH (816 mg, 34 mmol) at room temperature, the mixture was refluxed for 2 hours. The mixture was quenched with water, concentrated, then extracted with DCM, washed with brine, dried over Na2SO4, concentrated to 6-bromo-3′,4′-dihydro-1′H-spiro[indene-2,2′-naphthalen]-1(3H)-one (1.8 g, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212153B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-a040739f10434f9eae229cbac2728c2e |
| Source note | uspto-grants-2015_12 |