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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900539Generated: October 28, 2026

Methane → 4-Amino-3-ethyl-5-methylphenol

https://huagongshe.com/reaction/1900539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantHCID 13307544HCID 13307544—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product4-Amino-3-ethyl-5-methylphenolHCID 23369255—

Reaction Steps

88.7 g (537.6 mmol) of the 3-ethyl-4-nitroso-5-methylphenol prepared in stage 1 are catalytically hydrogenated in 1 liter of tetrahydrofuran (THF) with molecular hydrogen under 5 bar at 20°-25° C. 10 g of 5% palladium on active charcoal (Pd-C) are used as catalyst. The hydrogen uptake is 77% of theory. The catalyst is filtered off, the filtrate is evaporated and the residue is recrystallised from methanol. Yield 51.2 g (63.2% of theory); melting point 167°-170° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576188
Source datasetuspto-grants-1996_11
ORD IDord-5851858540074e85a26bd5c30f17dc8d
Source noteuspto-grants-1996_11