HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 5-Bromo-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 13777671 | HCID 13777671 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | 5-Bromo-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile | HCID 13535571 | 94% |
Reaction Steps
To a solution of 50 g of α-allyl-α-isopropyl-3,4-dimethoxy- benzyl cyanide and 2 g of azobisisobutyronitrile in 400 ml of cyclohexane (or n-hexane) gaseous hydrogen bromide was introduced for 70 minutes, when, according to GLC, the reaction mixture did not contain the starting allyl derivative. During the introduction of the hydrogen bromide, the reaction temperature raised to 40° C. The reaction mixture was neutralized with 200 ml of 30% solution of potassium carbonate. The separated cyclohexane solution of the product was washed with water until neutral pH. After drying and evaporating the solvent under diminished pressure, the crude product (61.7 g, 94%) was obtained, which could be used without purification in further reaction step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05424456 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-b259bfe320c6429e97d7d310b46f9bcf |
| Source note | uspto-grants-1995_06 |