Hydroquinone → HCID 9990299, compound

HRID 903518Notes

Reaction equation

[C:1]([O:6]C)(=O)[C:2]([CH3:4])=[CH2:3].[CH2:8]([NH:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:9][CH2:10][CH3:11].Cl.C(NCCCC)CCC.C1(C=CC(O)=CC=1)O>>[CH2:8]([N:12]([CH2:13][CH2:14][CH2:15][CH3:16])[C:1](=[O:6])[C:2]([CH3:4])=[CH2:3])[CH2:9][CH2:10][CH3:11]

Participants

Reactant 4

HCID 785Hydroquinone

HCID 6658Methyl Methacrylate

HCID 8148Dibutylamine

HCID 3083954Dibutylammonium chloride

Product 1

HCID 9990299HCID 9990299, compoundYield 15%

Procedure

200 g of methyl methacrylate, 129 g of dibutylamine, 8.25 g of dibutylamine hydrochloride, 5 g of Fe-(III)-acetylacetonate, and 0.5 g of hydroquinone were heated for 3 hours at 230° C. in an autoclave (pmax =10 atmospheres). In this way, a 15% yield of N,N-dibutylmethacrylic acid amide form. The selectivity, calculated on the methyl methacrylate reacted, was greater than 80%.

Sources & evidence

ORD record: ord-fc16420003204edf87b46a7db1756257
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04228102

Reaction notes

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