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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354036Generated: October 30, 2026

N-Methylaniline → Phenol, 4-(methylphenylamino)-

https://huagongshe.com/reaction/2354036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylanilineHCID 7515—
ReactantTriethylamineHCID 8471—
Reactant1,4-CyclohexanedioneHCID 12511—
SolventEthanolHCID 702—
ProductPhenol, 4-(methylphenylamino)-HCID 1162978532.2%

Reaction Steps

1.07 g of N-methylaniline, 2.24 g of 1,4-cyclohexanedione and 1.4 ml of triethylamine were heated with stirring in 15 ml of ethanol at 50° C. to 60° C. and reacted in air for 8 hours. During the reaction, ethanol was added as needed. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure and the resultant was separated by silica gel column chromatography (n-hexane:ethyl acetate=3:1) and 0.64 g of N-(4-hydroxyphenyl)-N-methylaniline was obtained (yield 32.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750156B2
Source datasetuspto-grants-2010_07
ORD IDord-8b7c4fb270bf4436b86dfd22442c2e9e
Source noteuspto-grants-2010_07