3-(4-Hydroxyphenyl)-propionic acid tert-butyl ester synthesis

8synthesis methods

Product Name:3-(4-Hydroxyphenyl)-propionic acid tert-butyl ester
CAS Number:51458-31-2
Molecular formula:C13H18O3
Molecular Weight:222.28

2-Propenoic acid, 3-[4-(phenylmethoxy)phenyl]-, 1,1-dimethylethyl ester, (2E)-

691905-29-0
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3-(4-Hydroxyphenyl)-propionic acid tert-butyl ester

51458-31-2
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Yield:51458-31-2 79%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethanol at 20; for 19 h;

Steps:

39

tert-butyl 3- (4-hydroxyphenyl) propanoate A mixture of tert-butyl (2E)-3- [4- (benzyloxy) phenyl] acrylate (13.3 g, 42.8 mmol), 10% palladium carbon (1.3 g), ethanol (100 mL) and ethyl acetate (30 mL) was stirred under a hydrogen atmosphere at room temperature for 19 hrs. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to give the title compound (7.5 g, yield 79%) as colorless crystals. 1H NMR (CDC13) 8 : 1.41 (9H, s), 2.50 (2H, t, J = 7.8 Hz), 2.83 (2H, t, J = 7.8 Hz), 6.74 (2H, d, J = 8.7 Hz), 7.06 (2H, d, J = 8.7 Hz).

References:

WO2005/63729,2005,A1 Location in patent:Page/Page column 87

501-97-3 Synthesis