Hydroquinone → 2-Hydroxypropyl methacrylate

HRID 1288086Notes

Reaction equation

[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH2:7]1[O:10][CH:8]1[CH3:9].CN(CCO)C.C1(C=CC(O)=CC=1)O>>[C:1]([O:6][CH2:7][CH:8]([OH:10])[CH3:9])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

Reactant 4

HCID 785Hydroquinone

HCID 4093Methacrylic Acid

HCID 6378Propylene Oxide

HCID 79022-(Dimethylamino)ethanol

Product 1

HCID 135392-Hydroxypropyl methacrylate

Procedure

2-hydroxypropyl methacrylate was prepared in the same apparatus and under the same reaction conditions as described in Example 5 by reacting, hourly, a mixture of 930 g methacrylic acid, 830 g proplyene oxide, 28.8 g N,N-dimethylaminoethanol, 9.3 g i-amyl nitrite and 0.93 g hydroquinone at a temperature of 100° C. After 8 hours of continuous operation, the reactor was free of polymer.

Sources & evidence

ORD record: ord-a6101a569afe4ea296963115a4a7bf5c
Source dataset: uspto-grants-1976_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03987090

Reaction notes

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