HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 54435613, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Pentanal | HCID 8063 | — |
| Reactant | Methyl Carbamate | HCID 11722 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 54435613 | HCID 54435613 | 78.2% |
Reaction Steps
430 parts of n-valeraldehyde and 5 parts of p-toluenesulfonic acid are added in succession to a solution of 750 parts of methyl carbamate in 2,000 parts by volume of diethyl ether at 25° C. After a reaction time of one hour, in which the temperature rises to 40° C., filtration with suction and subsequent fractional distillation of the solid in the presence of 15 parts of potassium carbonate and 2 parts of hydroquinone give 559.1 parts of methyl N-(1-pentenyl)-carbamate (78.2% yield, based on n-valeraldehyde employed) as a cis/trans isomer mixture of boiling point 97°-102° C./16 mbar, and 352.5 parts of methyl carbamate, which can be re-used.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04459236 |
| Source dataset | uspto-grants-1984_07 |
| ORD ID | ord-3ce75429ffc64a2497bf807c09b3cfef |
| Source note | uspto-grants-1984_07 |