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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29120Generated: October 25, 2026

N,N-Dimethylaniline → N-[4-hydroxy-3-[2-methyl-1-(4-methylphenyl)-1-propenyl]-2,5,6-trimethylphenyl]formamide

https://huagongshe.com/reaction/29120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantHeptaneHCID 8900—
ReactantPotassium CarbonateHCID 11430—
ReactantN-[2,3,6-Trimethyl-4-[[2-methyl-3-(4-methylphenyl)-2-propenyl]oxy]phenyl]formamideHCID 73856749—
ProductN-[4-hydroxy-3-[2-methyl-1-(4-methylphenyl)-1-propenyl]-2,5,6-trimethylphenyl]formamideHCID 2250114186.9%

Reaction Conditions

Temperature190 °C

Reaction Steps

A mixture of N-[2,3,6-trimethyl-4-[[2-methyl-3-(4-methylphenyl)-2-propenyl]oxy]phenyl]formamide (920 g), potassium carbonate (4.6 g) and N,N-dimethylaniline (2760 ml) was stirred at 190° C. for 4 hr under nitrogen stream. The mixture was cooled to 100° C. and heptane (1840 ml) was added dropwise thereto. The mixture was further cooled to 30° C. and heptane (3680 ml) was added dropwise thereto. The mixture was stirred at the same temperature for 1 hr, and the precipitated crystals were collected by filtration and washed with heptane to give the title compound (799.5 g, yield 86.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420070B2
Source datasetuspto-grants-2008_09
ORD IDord-929d3e8a42634e4ba14bfbfc337f01a7
Source noteuspto-grants-2008_09