Glycerol → 2,3-Dihydroxypropyl prop-2-enoate

HRID 1282264Notes

Reaction equation

HRID 1282264 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[OH:6][CH2:7][CH:8]([CH2:10]O)[OH:9].[OH-].[K+].C1(C=CC(O)=CC=1)O>S(=O)(=O)(O)O>[C:1]([O:5][CH2:10][CH:8]([CH2:7][OH:6])[OH:9])(=[O:4])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 753GlycerolHCID 785HydroquinoneHCID 6581Acrylic AcidHCID 14797Potassium Hydroxide

Product 1

HCID 1120012,3-Dihydroxypropyl prop-2-enoate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

Using 0.3 g (0.003 mole) of sulfuric acid as a catalyst, 72 g (1 mole) of acrylic acid was reacted with 92 g (1 mole) of glycerol. The reaction mixture was neutralized with 0.34 g (0.006 mole) of potassium hydroxide, and 0.15 g (0.1 mass %) of hydroquinon was added as a stabilizer. Thus, glycerol monoacrylate (A1—1) was obtained.

Workup

  1. additionwas added as a stabilizer

Sources & evidence

ORD record
ord-ad69d628602a4ce8a4064b171b510f2d
Source dataset
uspto-grants-2002_09
Patent number
US06455606B1

Reaction notes

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