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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1462156Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 54435613, compound

https://huagongshe.com/reaction/1462156

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPentanalHCID 8063—
ReactantMethyl CarbamateHCID 11722—
SolventDiethyl EtherHCID 3283—
ProductHCID 54435613HCID 5443561378.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04459236
Source datasetuspto-grants-1984_07
ORD IDord-3ce75429ffc64a2497bf807c09b3cfef
Source noteuspto-grants-1984_07