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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181136Generated: November 3, 2026

Ethyl 2-(4-(benzyloxy)-2-formylphenoxy)-2-methylpropanoate → 2-(4-Hydroxy-2-hydroxymethylphenoxy)-2-methylpropionic acid ethyl ester

https://huagongshe.com/reaction/1181136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-(4-(benzyloxy)-2-formylphenoxy)-2-methylpropanoateHCID 53421768—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-(4-Hydroxy-2-hydroxymethylphenoxy)-2-methylpropionic acid ethyl esterHCID 2359001084.5%

Reaction Steps

2-(4-Benzyloxy-2-formyl-phenoxy)-2-methyl-propionic acid ethyl ester (185 g, 540 mmol) in ethanol (700 mL) was treated with 10% Pd/C (205 g) and hydrogen (60 psi) at 50° C. for 2 d. The mixture was filtered through Celite, washed with ethanol (1.5 L), and concentrated. The residue was recrystallized from EtOAc/hexanes to give the title compound (116 g). 1H NMR (400 MHz, CDCl3) δ 1.26 (t, 3H, J=7.3 Hz), 1.52 (s, 6H), 2.14 (s, 3H), 4.23 (q, 2H, J=7.3 Hz), 4.59 (brs, 2H), 6.61-6.68 (m, 2H), 6.77 (d, 1H, J=2.8 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282501B2
Source datasetuspto-grants-2007_10
ORD IDord-775d1cd476cf494db460cff21a98fa43
Source noteuspto-grants-2007_10