Hydroquinone → Butyl hydroxy[(2-methylacryloyl)amino]acetate

HRID 845875Notes

Reaction equation

C(O[CH:6]([OH:14])[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])CCC.[C:15]([NH2:20])(=[O:19])[C:16]([CH3:18])=[CH2:17].COC.C1(C=CC(O)=CC=1)O.C(OC(NC(=O)C=CC)C(OCCCC)=O)CCC>>[C:15]([NH:20][CH:6]([OH:14])[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])(=[O:19])[C:16]([CH3:18])=[CH2:17]

Participants

Reactant 5

HCID 785Hydroquinone

HCID 6595Methacrylamide

HCID 8254Dimethyl Ether

HCID 109478Acetic acid, 2-butoxy-2-hydroxy-, butyl ester

HCID 131715646HCID 131715646, compound

Product 1

HCID 18954900Butyl hydroxy[(2-methylacryloyl)amino]acetate

Procedure

The procedure of example VI was again followed using the following change: butyl glyoxylate butyl hemiacetal 273 parts; methacrylamide 110 parts; methyl ether of hydroquinone 0.27 parts. The reaction was run at 70° to 75° C. for 1.5 hours. The material was not isolated, instead it was used directly to make butyl methylacrylamidoglycolate butyl ether.

Workup

customThe material was not isolated

Sources & evidence

ORD record: ord-ea255366bcdf40f4bbcd562039dae57d
Source dataset: uspto-grants-1988_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04760168

Reaction notes

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