DIMETHYL 4-HYDROXYISOPHTHALATE synthesis

6synthesis methods

Product Name:DIMETHYL 4-HYDROXYISOPHTHALATE
CAS Number:5985-24-0
Molecular formula:C10H10O5
Molecular Weight:210.18

67-56-1 Synthesis

67-56-1
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$7.29/5ml-f

636-46-4
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$10.00/1g

5985-24-0
168 suppliers
$50.00/100 mg

Yield:5985-24-0 92%

Reaction Conditions:

with thionyl chloride at 0 - 20; for 6.5 h;Reflux;

Steps:

Intermediate 1: Dimethyl 4-hydroxyisophtha late
Thionyl chloride (15 mL, 206 mmol) was added dropwise to a solution of 4-hydroxyisophthalic acid(5 g, 27.5 mmol, commercially available from, for example, Sigma Aldrich) in MeOH (50 mL) at 0 °Cunder nitrogen. The resulting solution was stirred at rt for 30 mm before heating gently to reflux for6 h. The reaction was allowed to cool. Upon cooling, a precipitate formed which was collected byfiltration to afford dimethyl 4-hydroxyisophthalate (5.32 g, 25.3 mmol, 92% yield) as a white solid.LCMS (Formic): Retention time 1.02, poor ionisation1H NMR (DMSO-d6, 400 MHz): O (ppm) 11.01 (5, 1H), 8.36 (d, J=2.4 Hz, 1H), 8.04 (dd, J=8.6,2.4 Hz, 1H), 7.10 (d, J=8.6 Hz, 1H), 3.91 (5, 3H), 3.83 (5, 3H)

References:

GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED;ATKINSON, Stephen John;DEMONT, Emmanuel Hubert;HARRISON, Lee Andrew;LUCAS, Simon Christopher Cranko;PRESTON, Alexander G;SEAL, Jonathan Thomas;WALL, Ian David;WATSON, Robert J;WOOLVEN, James Michael WO2019/68783, 2019, A1 Location in patent:Page/Page column 42

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67-56-1 Synthesis

67-56-1
752 suppliers
$7.29/5ml-f

34133-58-9 Synthesis