HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Methyl-2-(2-thienyl)butanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-Thienylacetonitrile | HCID 72880 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-Methyl-2-(2-thienyl)butanenitrile | HCID 12381986 | 72.7% |
Reaction Steps
47.6 g (0.39 mol) of 2-thiopheneacetonitrile and 57.0 g (0.46 mol) of 2-bromopropane were dissolved in 100 ml of DMSO, and a 50% KOH aqueous solution was added dropwise to the solution. After completion of the reaction, water was added, and the mixture was extracted with toluene. After washing with brine and an aqueous saturated ammonium chloride, the mixture was dried over magnesium sulfate and evaporated, to give a crude product. The crude product was subjected to distillation under a reduced pressure (2 to 3 mmHg: 132 to 137 deg), to give 46.4 g (0.28 mol, 72.7%) of the title compound as a colorless oil. The physico-chemical data of the compound was as below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06906072B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-e09c4fb7cb8d4dc2bd3c0395967305c7 |
| Source note | uspto-grants-2005_06 |