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ChemicalBook CAS DataBase List Methyl 2-(4-(hydroxyMethyl)phenyl)acetate

Methyl 2-(4-(hydroxyMethyl)phenyl)acetate synthesis

7synthesis methods
73401-74-8 Synthesis
4-(HYDROXYMETHYL)PHENYLACETIC ACID

73401-74-8
188 suppliers
$14.56/1G

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Yield: 88%

Reaction Conditions:

with toluene-4-sulfonic acid in methanol for 1 h;Inert atmosphere;Reflux;

Steps:

1.16.1 Step 1. methyl 2-(4-(hydroxymethyl)phenyl)acetate
[0224] A mixture of 2-(4-(hydroxymethyl)phenyl)acetic acid (1.2 g, 7.2 mmol) and p-toluenesulfonic acid (70 mg, 0.41 mmol) in methyl alcohol (20 mL) was heated under reflux for 13 hours under N2 atmosphere. The mixture was allowed to cool to room temperature and concentrated under reduced pressure. The residue was taken up in ether and the organic phase was washed with brine, dried over anhydrous Na2504 and concentrated. The residue was purified by column chromatography over silica gel (EtOAc/Hex = 1/5) to afford the title compound as a colorless oil (1.15 g, 88%). 1H NMR (400 MHz, CDCI3) 6 7.32 (d, J = 8.4 Hz, 2H), 7.27 (d, J = 8.4 Hz, 2H), 4.67 (s, 2H), 3.69 (s, 3H), 3.63 (s, 2H).

References:

RUGEN HOLDINGS (CAYMAN) LIMITED;SHAPIRO, Gideon WO2016/126869, 2016, A1 Location in patent:Paragraph 0224