HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dibromoethane → 5,9,13-Pentadecatrien-2-one, 6,10,14-trimethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | Geranyl chloride | HCID 6372219 | — |
| Reactant | 3-Chloromethylheptenone | HCID 72965052 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5,9,13-Pentadecatrien-2-one, 6,10,14-trimethyl- | HCID 61206 | 78.2% |
Reaction Steps
The same procedure as that described in Example 25 was repeated except that 0.73 g of metallic magnesium, 80 ml of tetrahydrofuran, three droplets of ethylene dibromide, 7.4 g (0.03 mol) of geranyl chloride having a purity of 70%, 4.1 g (0.03 mol) of anhydrous zinc chloride, 0.2 g of CuI, 3 g (0.02 mol) of 3-chloromethylheptenone and 30 ml of tetrahydrofuran were used. Thus, 4.1 g of the objective compound was obtained as a colorless liquid (yield: 78.2%, purity: 98.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05073659 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-2396031ef8544ca5a04cfd9f812d86a2 |
| Source note | uspto-grants-1991_12 |