HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4'-Methoxy-spiro(cyclohexane-1,2'-indan)-1'-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1,5-Dibromopentane | HCID 8100 | — |
| Reactant | 4-methoxy-2,3-dihydro-1H-inden-1-one | HCID 4547491 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 4'-Methoxy-spiro(cyclohexane-1,2'-indan)-1'-one | HCID 20546905 | — |
Reaction Steps
A solution of 20 g 4-methoxyindan-1-one and 24 g 1,5-dibromopentane in 150 ml benzene is added quickly dropwise to a solution of potassium tert.-butylate (produced from 9.7 g potassium and excess tert.-butanol) in 200 ml benzene at 80°. The mixture is refluxed for 4 hours, treated with 50 ml water and 200 ml 2 N hydrochloric acid, and extracted with benzene. Chromatography on silicagel of the benzene phase gives 4'-methoxy-spiro(cyclohexane-1,2'-indan)-1'-one. M.Pt. 94°-96°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04322437 |
| Source dataset | uspto-grants-1982_03 |
| ORD ID | ord-c392416097b74e16bb514268b693b65e |
| Source note | uspto-grants-1982_03 |