HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 1-Allyl-1-cyclohexanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | 3-tert-butyl-2,2-dimethylhex-5-en-3-ol | HCID 11789902 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Catalyst | Zinc bromide | HCID 10421208 | — |
| Solvent | Pentane | HCID 8003 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Allyl-1-cyclohexanol | HCID 79145 | — |
Reaction Steps
1.94 ml of a 1.4-molar solution of n-butyllithium (2.71 mmol) in pentane were added dropwise at 0° C. under argon for 2 minutes to a stirred solution of 500 mg (2.71 mmol) 3-tert-butyl-2,2-dimethylhex-5-en-3-ol in 4 ml THF. The solution obtained was stirred for 15 minutes, and then a solution of 610 mg (2.71 mmol) ZnBr2 in 2 ml THF and 280 μl (2.71 mmol) cyclohexanone were added. The reaction mixture was stirred for 4 hours and heated to room temperature. Subsequently, it was processed analogous to Example 1. The raw product obtained was cleaned by means of a silica column with 20% diethyl ether/light gasoline. There was obtained the alcohol as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06291713B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-caa7db11a90040bcae87846bb6b1a124 |
| Source note | uspto-grants-2001_09 |