Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1-Dibromoethane | HCID 11201 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 817992 | HCID 817992 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Acetonitrile methylene chloride | HCID 21877088 | — |
| Product | HCID 22993340 | HCID 22993340 | — |
Reaction Steps
Under anhydrous conditions, the compound obtained in Step B (1 g; 5.52 mmol) is dissolved in an acetonitrile/dichloromethane mixture (4/6). Sodium hydroxide (4 eq.; 22.1 mmol; 883 mg) that has been ground beforehand, dibromoethane (4 eq.; 22.1 mmol; 1.96 mmol) and Aliquat 336 (catalytic amount) are added to the solution. The whole is stirred for 24 hours at 30° C., under argon, and then 220 mg (1 eq.) of sodium hydroxide are added to terminate the reaction. The solution is filtered through fritted glass, and the brown solid is rinsed with ether. The red filtrate is recovered, and the solvents are removed under reduced pressure. The residue obtained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1)). The title product is obtained in the form of a red solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06620809B2 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-6e0381de05f949e8ac618a8cab6bf9f1 |
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| Source note | uspto-grants-2003_09 |
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