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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539495Generated: October 25, 2026

Benzaldehyde → 2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone

https://huagongshe.com/reaction/539495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
Reactant2-MethoxyanilineHCID 7000—
ReactantCyclohexene, 1-((trimethylsilyl)oxy)-HCID 81161—
CatalystScandiumHCID 23952—
SolventWaterHCID 962—
Product2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanoneHCID 405339192%

Reaction Steps

Water (0.25 ml) was added to the silica gel supporting scandium produced in Example 1 (75 mg), and while stirring, benzaldehyde (0.125 mmol) and o-anisidine (0.125 mmol) and 1-cyclohexenyloxytrimethylsilane (0.25 mmol) were continuously added. The mixture was stirred at room temperature for 24 hours. The mixture was extracted four times by a decantation method using a mixture of ethyl acetate-hexane (1:1), the solvent was distilled off under reduced pressure, and then the residue was purified by silica gel thin layer chromatography, to obtain the target product, 2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone at a syn/anti ratio of 53/47. Yield 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871668B2
Source datasetuspto-grants-2014_10
ORD IDord-669339a405e549c3aa8781a15167b649
Source noteuspto-grants-2014_10