Ethyl 4-(benzyloxy)-3-hydroxybenzoate

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Ethyl 4-(benzyloxy)-3-hydroxybenzoate Basic information
Product Name:Ethyl 4-(benzyloxy)-3-hydroxybenzoate
Synonyms:Ethyl 4-(benzyloxy)-3-hydroxybenzoate;Benzoic acid, 3-hydroxy-4-(phenylmethoxy)-, ethyl ester;Ethyl 3-hydroxy-4-(phenylmethoxy)benzoate
CAS:177429-27-5
MF:C16H16O4
MW:272.3
EINECS:
Product Categories:
Mol File:177429-27-5.mol
Ethyl 4-(benzyloxy)-3-hydroxybenzoate Structure
Ethyl 4-(benzyloxy)-3-hydroxybenzoate Chemical Properties
storage temp. 2-8°C
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
Ethyl 4-(benzyloxy)-3-hydroxybenzoate Usage And Synthesis
Synthesis
Ethyl 3,4-dihydroxybenzoate

3943-89-3

Benzyl chloride

100-44-7

Ethyl 4-(benzyloxy)-3-hydroxybenzoate

177429-27-5

Step 9a: Synthesis of ethyl 4-(benzyloxy)-3-hydroxybenzoate (compound 502) A mixture of ethyl 3,4-dihydroxybenzoate (9.1 g, 50 mmol), benzyl chloride (6.3 g, 50 mmol), potassium iodide (1.66 g, 10 mmol) and potassium carbonate (13.8 g, 100 mmol) in acetonitrile (250 mL) was reacted by stirring at 40 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (10:1, v/v) as eluent to give the title compound 502 as a white solid (4.4 g, 33% yield). LCMS (m/z): 273 [M+1]+. 1H NMR (DMSO-d6): δ 9.49 (s, 1H), 7.35 (m, 7H), 7.08 (d, J = 7.8 Hz, 1H), 5.16 (s, 2H), 4.21 (m, 2H), 1.26 (t, J = 7.5 Hz, 3H).

References[1] Patent: US2009/76044, 2009, A1. Location in patent: Page/Page column 30
Tag:Ethyl 4-(benzyloxy)-3-hydroxybenzoate(177429-27-5) Related Product Information
3-HYDROXY-4-BENZYLOXY BENZALDEHYDE METHYL 4-BENZYLOXY-3-METHOXYBENZOATE 4-(Benzyloxy)-3-hydroxybenzoic acid ethyl 3-(benzyloxy)-4-hydroxybenzoate Methyl 4-(benzyloxy)-3-hydroxybenzoate Benzoic acid, 3-Methoxy-4-(phenylMethoxy)-, ethyl ester