Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193358Generated: November 3, 2026

Toluene → HCID 86663380, compound

https://huagongshe.com/reaction/1193358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantIsopropyl AcetateHCID 7915—
Reactant(1S)-(+)-Camphor-10-sulphonic acidHCID 218580—
ReactantHCID 58235963HCID 58235963—
SolventWaterHCID 962—
ProductHCID 86663380HCID 8666338014%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of (cis)-benzyl-3-(4-methylpiperazin-1-yl)cyclohexylcarbamate (2.0 g, 6.04 mmol, 1.0 eq.), isopropyl acetate (12 ml) and toluene (2.5 ml) was heated for 15 minutes at 65° C. (1S)-(+) Camphorsulfonic acid (700 mg, 3.02 mmol, 0.5 eq.) and water (0.1 ml) were added at RT and the mixture was heated for 3 hours at 75° C. Stirring was then carried out for 3 hours at RT and the mixture was subsequently allowed to stand overnight at RT for crystallization. The resulting precipitate was filtered off and washed with isopropyl acetate (20 ml). For purification, the desired product was recrystallized from ethanol/isopropyl acetate. Yield: 14% (500 mg, 0.888 mmol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-f3fcd0da2aae4c969921caae5885a908
Source noteuspto-grants-2014_03