Benzenebutanoic acid, 3-broMo-, ethyl ester synthesis
- Product Name:Benzenebutanoic acid, 3-broMo-, ethyl ester
- CAS Number:176088-58-7
- Molecular formula:C12H15BrO2
- Molecular Weight:271.15
937250-45-8
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Yield:176088-58-7 98%
Reaction Conditions:
with palladium 10% on activated carbon;hydrogen in ethyl acetate at 20; under 760.051 Torr; for 24 h;
Steps:
32 Embodiment 32
ethyl 4-(3-bromophenyl)butanoate
Embodiment 32
ethyl 4-(3-bromophenyl)butanoate
Ethyl 4-(3-bromophenyl)-2-butenoate (1.05g, 3.92mmol) was added to a flask, followed by addition of (10% wt) dry Pd/C (220mg, 0.194mmol), then 20mL ethyl acetate was added under argon atmosphere.
After the flask was purged with hydrogen for 3 times, the reaction was continued at room temperature under normal pressure for 24 h and monitored by TLC.
After completion of the reaction, the reaction solution was filtered, concentrated and purified by flash column chromatography (PE:EtOAc = 15:1) to give ethyl 4-(3-bromophenyl)butanoate (1.04g, 98%).
1H NMR (500 MHz, CDCl3) δ 7.32 (dd, J = 9.5, 1.3 Hz, 2H), 7.16 - 7.08 (m, 2H), 4.12 (q, J = 7.1 Hz, 2H), 2.64 - 2.59 (m, 2H), 2.30 (t, J = 7.4 Hz, 2H), 1.96 - 1.90 (m, 2H), 1.25 (t, J = 7.1 Hz, 3H).
13C NMR (126 MHz, CDCl3) δ 173.27, 143.87, 131.59, 130.01, 129.18, 127.22, 122.51, 60.40, 34.82, 33.57, 26.36, 14.33. ESI(+)-MS: 271.2 [M+1]+.
References:
EP3428155,2019,A1 Location in patent:Paragraph 0132; 0133
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