Hydroquinone → Acetic acid, hydroxy((1-oxo-2-propenyl)amino)-, butyl ester

HRID 845873Notes

Reaction equation

HRID 845873 reaction equation
C(N)(=O)C=C.COC.C1(C=CC(O)=CC=1)O.C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=O.C([O:41][CH:42]([NH:50][C:51](=[O:54])[CH:52]=[CH2:53])[C:43]([O:45][CH2:46][CH2:47][CH2:48][CH3:49])=[O:44])CCC>C(O)CCC>[C:51]([NH:50][CH:42]([OH:41])[C:43]([O:45][CH2:46][CH2:47][CH2:48][CH3:49])=[O:44])(=[O:54])[CH:52]=[CH2:53]

Participants

7

Reactant 5

HCID 785HydroquinoneHCID 6049Ethylenediaminetetraacetic AcidHCID 6579AcrylamideHCID 8254Dimethyl EtherHCID 57312822Butyl (acryloylamino)(butoxy)acetate

Product 1

HCID 174780Acetic acid, hydroxy((1-oxo-2-propenyl)amino)-, butyl ester

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

The procedure of Example I is again followed using the following charge: butyl glyoxylate hemiacetal 315 parts (1.5 moles), acrylamide 110 parts (1.5 moles), methyl ether of hydroquinone 400 parts per million and ethylenediamine tetraacetic acid 200 parts per million. The reaction is run for 3 hours at 60°-65° C. and then by-product butanol is stripped under vacuum. The material is not isolated, instead it is used directly to make butyl acrylamidoglycolate butyl ether.

Workup

  1. additionfollowing charge
  2. customThe material is not isolated

Sources & evidence

ORD record
ord-e2302c43f63742f8955170b3529b3164
Source dataset
uspto-grants-1988_07
Patent number
US04760168

Reaction notes

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