Methyl 2,4-dihydroxy-5-isopropylbenzoate

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Methyl 2,4-dihydroxy-5-isopropylbenzoate Basic information
Product Name:Methyl 2,4-dihydroxy-5-isopropylbenzoate
Synonyms:Methyl 2,4-dihydroxy-5-isopropylbenzoate;2,4-dihydroxy-5-isopropylbenzoic acid methyl ester;Benzoic acid, 2,4-dihydroxy-5-(1-methylethyl)-, methyl ester
CAS:943519-37-7
MF:C11H14O4
MW:210.23
EINECS:
Product Categories:
Mol File:943519-37-7.mol
Methyl 2,4-dihydroxy-5-isopropylbenzoate Structure
Methyl 2,4-dihydroxy-5-isopropylbenzoate Chemical Properties
Boiling point 374.2±27.0 °C(Predicted)
density 1.206±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka8.68±0.23(Predicted)
AppearanceWhite to light yellow Solid
Safety Information
MSDS Information
Methyl 2,4-dihydroxy-5-isopropylbenzoate Usage And Synthesis
Synthesis
methyl 2,4-bis-benzyloxy-5-isopropenylbenzoate

912545-08-5

Methyl 2,4-dihydroxy-5-isopropylbenzoate

943519-37-7

The general procedure for the synthesis of methyl 2,4-dihydroxy-5-isopropylbenzoate from methyl 2,4-bis-benzyloxy-5-isopropenylbenzoate was as follows: methyl 2,4-bis-benzyloxy-5-isopropenylbenzoate (3.88 g, 10.0 mmol) was dissolved in ethanol (30 ml) to form a suspension. 10% palladium carbon catalyst (350 mg) was added and the reaction mixture was stirred at room temperature under hydrogen atmosphere. To promote dissolution, additional methanol (20 ml) was added. Stirring was continued at room temperature and under hydrogen atmosphere for 16 hours. Upon completion of the reaction, the mixture was filtered to remove the catalyst and the catalyst was washed with methanol (3 x 20 ml). The filtrates were combined and the solvent was removed by vacuum evaporation to afford methyl 2,4-dihydroxy-5-isopropylbenzoate (2.10 g, 100% yield) as a colorless solid. The product was confirmed by 1H NMR (DMSO-d6): δ 10.54 (1H, s), 10.44 (1H, br s), 7.52 (1H, s), 6.37 (1H, s), 3.85 (3H, s), 3.08 (1H, m), 1.13 (6H, d). Mass spectral analysis showed [M + H]+ 211.

References[1] Patent: WO2009/125230, 2009, A1. Location in patent: Page/Page column 102
Methyl 2,4-dihydroxy-5-isopropylbenzoate Preparation Products And Raw materials
Raw materialsMethyl 2,4-dihydroxybenzoate-->methyl 2,4-bis-benzyloxy-5-isopropenylbenzoate-->2-Bromopropane-->Hydrogen-->Ethanol-->Methanol
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