HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dibromoethane → 1-(2-Methoxyphenyl)cyclopropane-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | (2-Methoxyphenyl)acetonitrile | HCID 81496 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2-Methoxyphenyl)cyclopropane-1-carbonitrile | HCID 10219629 | — |
Reaction Steps
A mixture of (2-methoxyphenyl)acetonitrile (147 g and 1,2-dibromomethane (168 ml) in dimethylsulphoxide (250 ml) was added over 1 hour to a stirred suspension of powdered potassium hydroxide (250 g) and 18-Crown-6 (5 g) in dimethylsulphoxide (1200 ml) at 25° C. Stirring was continued for 20 hours. Water (1200 ml) was added and the mixture extracted with ether to give a crude oil which was purified by distillation (b.p. 102°/0.25) to give 1-(2-methoxyphenyl)cyclopropane carbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05519034 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-b2648443183f413882b50633aa22920f |
| Source note | uspto-grants-1996_05 |