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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390920Generated: October 29, 2026

Methane → (3R)-1-Benzyl-3-phenylpiperazine

https://huagongshe.com/reaction/2390920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 68577108HCID 68577108—
CatalystRuthenium trichlorideHCID 61850—
SolventWaterHCID 962—
Product(3R)-1-Benzyl-3-phenylpiperazineHCID 5191076291%

Reaction Conditions

Temperature100 °C

Reaction Steps

In distilled water (3 mL), (R)-2-Phenyl-4-(phenylmethyl)-1-(2-propenyl)hexahydropyrazine dihydrochloride (328 mg, 1.0 mmol) produced in Example 19 was dissolved. To the solution, ruthenium chloride (5 mg, 0.02 equivalent) and activated charcoal (6 mg) were added. The mixture was stirred at 100° C. for 24 hours. To the mixture, 30 wt % aqueous solution of sodium hydroxide (295 mg, 2.2 equivalents) and toluene (3 mL) were added. The formed insolubles were separated by filtration, and washed with toluene (3 mL). After the organic layer and aqueous layer of the filtrate were separated, the organic layer was washed twice with distilled water (6 mL). The organic layer was concentrated and dried under vacuum, to obtain 227 mg of the title compound as pale brown oil (yield: 91%, chemical purity: 94.8 area %). The retention time in the chemical purity analysis method was 2.4 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273883B2
Source datasetuspto-grants-2012_09
ORD IDord-c5dcfbbdb2df4fc68d37ce5d9910e8f7
Source noteuspto-grants-2012_09