HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → (1R,3S)-3-(Cyclopentylidenemethyl)-2,2-dimethylcyclopropane-1-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (1R,cis) 2,2-dimethyl-3-(cyclopentylidenemethyl)-cyclopropane-carboxylic acid | HCID 11106237 | — |
| Product | (1R,3S)-3-(Cyclopentylidenemethyl)-2,2-dimethylcyclopropane-1-carbonyl chloride | HCID 45082002 | — |
Reaction Steps
A mixture of (1R,cis) 2,2-dimethyl-3-(cyclopentylidenemethyl)-cyclopropane-carboxylic acid and thionyl chloride in petroleum ether (b.p.=40° to 70° C.) was refluxed to obtain (1R,cis) 2,2-dimethyl-3-(cyclopentylidenemethyl)-cyclopropane-carboxylic acid chloride which was then reacted with R,S α-hydroxy-6-phenoxy-2-pyridine-acetonitrile in benzene in the presence of pyridine to obtain (R,S)α-cyano-(6-phenoxy-2-pyridyl)-methyl (1R,cis) 2,2-dimethyl-3-(cyclopentylidenemethyl)-cyclopropane-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04357335 |
| Source dataset | uspto-grants-1982_11 |
| ORD ID | ord-6643abcac2314ef7be6706e0d28db373 |
| Source note | uspto-grants-1982_11 |