HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 21432391, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Reactant | Lithium amide | HCID 24532 | — |
| Reactant | 1-Chloro-3-iodopropane | HCID 81363 | — |
| Reactant | HCID 10034704 | HCID 10034704 | — |
| Product | HCID 21432391 | HCID 21432391 | — |
Reaction Steps
In a preferred embodiment of the process, 2-methyl-2-(3-butynyl)-1,3-dioxolane is reacted with 1-chloro-3-bromo-propane or 1-chloro-3-iodo-propane, in the presence of lithium amide in liquid ammonia to obtain 2-methyl-2-(7-chloro-3-heptynyl)-1,3-dioxolane. Conversion of the latter to the nitrile, 2-methyl-2-(7-cyano-3-heptynyl)-1,3-dioxolane, is accomplished by reaction with sodium cyanide in ethanol under reflux. The nitrile is then hydrolyzed in sodium hydroxide to obtain the desired 9-oxo-5-decynoic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04026911 |
| Source dataset | uspto-grants-1977_05 |
| ORD ID | ord-e106f8df78c547d0b234b9e084a25266 |
| Source note | uspto-grants-1977_05 |