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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646794Generated: November 1, 2026

Toluene → HCID 15230862, compound

https://huagongshe.com/reaction/1646794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrifluoroacetic acidHCID 6422—
ReactantPotassium cyanateHCID 11378442—
Reactant6-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-6-phenylhexanolHCID 19088049—
SolventWaterHCID 962—
ProductHCID 15230862HCID 1523086271.3%

Reaction Steps

Toluene (10 ml) was added to 1.20 g (3.68 mmole) of 6-(3,5,6-trimethyl-1,4-benzoquinon -2-yl)-6-phenylhexanol and 0.90 g (3.68×3 mmole) of potassium cyanate, followed by stirring at room temperature, and 1.38 g (3.68×3.3 mmole) of trifluoroacetic acid was added to the mixture over the 5-minutes period. 5 Minutes later, the reaction temperature was raised to 40° C., and stirring was effected at 35° to 40° C. for 3 hours. After water was added, the insoluble matter was filtered out, and isopropyl ether was added to the filtrate to effect extraction. The organic layer was separated out, washed with aqueous sodium chloride solution, dried (magnesium sulfate) and evaporated. The residue was chromatographed on a silica gel column to elute with isopropyl ether to give 0.79 g (58%, recrystallized from isopropyl ether) of 6-(3,5,6-trimethyl-1,4-benzoquinon -2-yl)-6-phenylhexyl carbamate. Its typical physical properties and nuclear magnetic resonance spectrum data are shown in Table 1. By following the procedure of this Example, the Compound NO. 59 was prepared.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05180742
Source datasetuspto-grants-1993_01
ORD IDord-f76759caf16245b995fb2838339b7c6f
Source noteuspto-grants-1993_01