Methacrylic Acid → 2-(4-Hydroxyphenyl)ethyl 2-methylprop-2-enoate

HRID 2287289Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.[C:11](O)(=[O:15])[C:12]([CH3:14])=[CH2:13]>>[C:11]([O:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1)(=[O:15])[C:12]([CH3:14])=[CH2:13]

Participants

Reactant 2

HCID 4093Methacrylic Acid

HCID 10393Tyrosol

Product 1

HCID 218716442-(4-Hydroxyphenyl)ethyl 2-methylprop-2-enoate

Procedure

2-(p-hydroxyphenyl)ethyl methacrylate was synthesized by carrying out a dehydration reaction between 2-(p-hydroxyphenyl) ethanol and methacrylic acid in the presence of an acidic catalyst. The 2-(p-hydroxyphenyl)ethyl methacrylate thus obtained was dissolved in 2 -methyoxyethanol and subjected to a radical polymerization by use of an azo-based initiator V-601 (manufactured by Wako Pure Chemical Industries, Ltd.). The reaction product was mixed with water and the resulting polymer was precipitated. In this way, a binder polymer [BP-2] was obtained. The weight average molecular weight of the polymer was 56,000 (using polyhydroxystyrene as a standard substance).

Workup

custom2-(p-hydroxyphenyl)ethyl methacrylate was synthesized

Sources & evidence

ORD record: ord-178bf4132eef42179a197540c3057a88
Source dataset: uspto-grants-2000_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06083658

Reaction notes

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