HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → (+/-)-cis-1 2-Dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | (+/-)-trans-1,2-DI methoxy-4-(2-nitrocyclohex-4-enyl)benzene | HCID 53874256 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (+/-)-cis-1 2-Dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene | HCID 15389588 | 86% |
Reaction Steps
10.0 g of (±)-trans-1,2-dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene (compound J7) and 20.0 g of potassium hydroxide are dissolved in 150 ml of ethanol and 35 ml of dimethylformamide. A solution of 17.5 ml of conc. sulfuric acid in 60 ml of ethanol is then added dropwise such that the internal temperature does not exceed 4° C. After stirring for 1 h, the mixture is added to 1 l of ice water, the precipitate is filtered off with suction, washed with water and dried, and the crude product is recrystallized in ethanol. 8.6 g of the title compound of m.p. 82.5-84° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585872B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-c983ce0eddf048bfa5d2d2bb0f1154a5 |
| Source note | uspto-grants-2009_09 |