HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 1,1-Cyclopropanedicarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | 2,2-Diethylpropanedioate | HCID 6951563 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 1,1-Cyclopropanedicarboxylic acid | HCID 69017 | 50.2% |
Reaction Steps
In 50% NaOH 187 ml was dissolved 15 g of diethylmalonate at room temperature. Benzyltriethylammoniumchloride (21.3 g) was added and the resulting mixture was stirred for 10 minutes. 1,2-Dibromoethane (12.3 g) was added to the reaction solution and the resulting mixture was stirred for more than 18 hours at room temperature. The reaction mixture was neutralized by adding dropwise conc. sulfuric acid and then extracted with ethyl acetate. The extract was distilled under reduced pressure to give 6.2 g of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605147B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-b3250061be35405098f4d41c2bf44931 |
| Source note | uspto-grants-2009_10 |