HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl iodide → 6-Butoxy-3,3-dimethylindan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Hydroxy-3,3-dimethyl-2,3-dihydro-1H-inden-1-one | HCID 19365899 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Butoxy-3,3-dimethylindan-1-one | HCID 19365904 | 84.2% |
Reaction Steps
Under nitrogen, a solution of 28.5 g (0.16 mol) of 6-hydroxy-3,3-dimethylindan-1-one (J. Org. Chem. 19; 1954; 305) in 200 ml of DMF was added dropwise to a solution of 5.6 g (0.19 mol) of 80% sodium hydride in 250 ml of DMF. After 1 h at RT, 30.4 g (0.17 mol) of 1-iodobutane were added, and the mixture was stirred at RT for 2 h. The solvent was distilled off under reduced pressure, the residue was taken up in EA and water and the organic phase was washed successively with dil. hydrochloric acid and dil. sodium hydroxide solution. This procedure gave 31.3 g of 6-butoxy-3,3-dimethylindan-1-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06015822 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-a0c1447452e144df987603ea24fc4473 |
| Source note | uspto-grants-2000_01 |