HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 6'-bromo-5,6,8,9-tetrahydrospiro[benzo[7]annulene-7,2'-inden]-1'(3'H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Indanone, 6-bromo- | HCID 139778 | — |
| Reactant | 1,2-Bis(2-bromoethyl)benzene | HCID 3611870 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6'-bromo-5,6,8,9-tetrahydrospiro[benzo[7]annulene-7,2'-inden]-1'(3'H)-one | HCID 58197349 | — |
Reaction Steps
A mixture of 6-bromo-indan-1-one (300 mg, 1.43 mmol), 1,2-bis(2-bromoethyl)-benzene (414.3 mg, 1.43 mmol) in THF (10 mL) was added NaH (114 mg, 2.86 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-5,6,8,9-tetrahydrospiro[benzo[7]annulene-7,2′-inden]-1′(3′H)-one (20 mg, 5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633212B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-62a3168f08c6419188a703d9495618bd |
| Source note | uspto-grants-2014_01 |