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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390921Generated: October 28, 2026

Toluene → HCID 68576982, compound

https://huagongshe.com/reaction/2390921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 68577617HCID 68577617—
CatalystRuthenium trichlorideHCID 61850—
SolventWaterHCID 962—
ProductHCID 68576982HCID 6857698270.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

In distilled water (9 mL), (R)-2-(4-Chlorophenyl)-4-methyl-1-(2-propenyl)hexahydropyrazine dihydrochloride (1.06 g, 3.0 mmol) produced in Example 20 was dissolved. To the solution, ruthenium chloride (28 mg, 0.04 equivalent) was added. The mixture was stirred at 100° C. for 12 hours. After toluene (9 mL) was added thereto, formed insolubles were removed by filtration, and washed with toluene (9 mL) and distilled water (9 mL). To the filtrate, 30 wt % aqueous solution of sodium hydroxide (918 mg, 2.5 equivalents) was added. After the organic layer and aqueous layer were separated, the organic layer was washed twice with distilled water (9 mL), concentrated and dried under vacuum, to obtain 448 mg of the title compound as pale brown oil (yield: 65%, chemical purity: 88.4 area %). The retention time in the chemical purity analysis method was 2.2 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273883B2
Source datasetuspto-grants-2012_09
ORD IDord-1edd3888fb27403387994d92496e03db
Source noteuspto-grants-2012_09