ChemicalBook CAS DataBase List 1-(4-BroMo-phenyl)-cyclopentanecarboxylic acid Methyl ester

1-(4-BroMo-phenyl)-cyclopentanecarboxylic acid Methyl ester synthesis

4synthesis methods

Product Name:1-(4-BroMo-phenyl)-cyclopentanecarboxylic acid Methyl ester
CAS Number:1236357-64-4
Molecular formula:C13H15BrO2
Molecular Weight:283.16

628-21-7 Synthesis

628-21-7
225 suppliers
$6.00/1g

41841-16-1 Synthesis

41841-16-1
213 suppliers
$5.00/5g

1-(4-BroMo-phenyl)-cyclopentanecarboxylic acid Methyl ester

1236357-64-4
33 suppliers
$45.00/10mg

Yield:1236357-64-4 47%

Reaction Conditions:

with sodium hydride in tetrahydrofuran;mineral oil at 20;Inert atmosphere;

Steps:

Preparation of Intermediate methyl 1-(4-bromoDhenyl)cvclθDentanecarboxylate (1AF-1); Methyl 2-(4-bromophenyl)acetate (73.Og, 0.32mol) was dissolved in tetrahydrofuran (75OmL) and 1 ,4-diiodobutane (25.5g, 0.64mol) was added. The mixture was stirred under a flow of argon and sodium hydride (60% on oil, 100.Og, 0.32mol) was added slowly in portions. After the addition was complete, the mixture was stirred at room temperature for 16 hours. The mixture was poured onto ice-cold water (50OmL) and ethyl acetate was added (50OmL). The mixture was separated and the aqueous layer washed with ethyl acetate (50OmL). The organic layers were combined and washed with brine (1 L), dried over magnesium sulfate and concentrated to give methyl 1-(4- bromophenyl)cyclopentanecarboxylate (42.Og, 47%) as a yellow solid.1 H NMR (CDCI3, 400MHz): 7.41 (d, 2H), 7.22 (d, 2H), 3.59 (s, 3H), 2.55-2.66 (m, 2H), 1.81-1.90 (m, 2H), 1.68-1.75 (m, 4H).

References:

WO2010/86820,2010,A1 Location in patent:Page/Page column 52-53

110-52-1 Synthesis