ChemicalBook CAS DataBase List p-hydroxyphenyl methacrylate

p-hydroxyphenyl methacrylate synthesis

7synthesis methods

Product Name:p-hydroxyphenyl methacrylate
CAS Number:31480-93-0
Molecular formula:C10H10O3
Molecular Weight:178.18

The preparation of p-hydroxyphenyl methacrylate is as follows:Add 3992ml of n-hexane to the 5L four-necked flask equipped with stirring paddle, condenser tube and thermometer, turn on stirring, add 83.78g of p-hydroxyphenol to the system, slowly add 0.02g of polymerization inhibitor p-benzoquinone to the reaction system, add 102.36 g of g basic ion exchange resin, adjust pH=7-8, cool down to -19°C, slowly add 102.36g vinyl methacrylate dropwise to the reaction system, keep the reaction for 6h, monitor the reaction progress, take samples to detect the reaction is complete and then go to the reaction system 1000 ml of water was added, and the mixture was stirred for extraction and phase separation. The organic phase was dried, concentrated under reduced pressure and evaporated to dryness to obtain 127 g of 2-methyl-2-acrylic acid-4-hydroxyphenyl ester product, with a yield of 93.68%.

79-41-4 Synthesis

79-41-4
532 suppliers
$14.00/5g

760-93-0 Synthesis

760-93-0
322 suppliers
$28.46/50g

123-31-9 Synthesis

123-31-9
856 suppliers
$13.00/25g

5363-70-2
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31480-93-0
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Yield:31480-93-0 97% ，5363-70-2 1%

Reaction Conditions:

at 120; for 4 h;Product distribution / selectivity;

Steps:

2

Example 2: Monomer synthesis; preparation of hydroxyphenyl methacrylate; To a mechanically stirred solution of 2 moles of hydroxyquinone dissolved in 3 moles of methacrylic acid at 120°C and atmospheric pressure was added dropwise (30 min) 1 mole of methylacrylic acid anhydride and the mixture was maintaned at 120°C with stirring for additional 4 hrs (NMR analysis). Throughout the course of the reaction 8% oxygen was admitted to the system. At the end of the reaction, the methacrylic acid was recovered by distillation under reduced pressure (110°C and 200 mmHg), and the unreacted excess hydroquinone was precipitated out by the addition of toluene (1 liter) to the reaction mixture. A low level (1-2%) of the monomer 2-methyl-5-methylenehexanedioic acid was formede. This monomer was separated from the mixture by a washing step with distilled water. After phase separation, the desired 4-hydroxyphenyl methacrylate was obtained at 97% yield by the distillation of toluene under reduced pressure. {mp. (Uncorrected) 120°C; Anal. Calcd. For C₁₀H₁₀O₃: C, 67.41 : H, 5.66 ; O, 26.94 . Found: C, 67.37 ; H, 5,62}.

References:

EP1970367,2008,A2 Location in patent:Page/Page column 6

4245-37-8 Synthesis