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ChemicalBook CAS DataBase List 4-(1-(4-broMophenyl)ethyl)Morpholine
933785-12-7

4-(1-(4-broMophenyl)ethyl)Morpholine synthesis

5synthesis methods
110-91-8 Synthesis
Morpholine

110-91-8
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1-bromo-4-(1-bromethyl)-benzene

159755-11-0
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4-(1-(4-broMophenyl)ethyl)Morpholine

933785-12-7
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Yield:933785-12-7 112.4 mg

Reaction Conditions:

in dichloromethane at 20;Schlenk technique;Inert atmosphere;

Steps:

General experimental procedure:

General procedure: To a 25 mL Schlenk tube was charged with ethylbenzene (0.5 mmol), tetrabromomethane (0.75 mmol), Ir(dtb-bpy)(ppy)2PF6 (4.6mg, 0.005 mmol, 1 mol %), and CH2Cl2 (2 mL). After being degassed by standardfrozen-thaw procedure, the reaction mixture were placed at a distance of 5 cm from a14 W compact fluorescent lamp and stirred at room temperature. After reaction completed, morpholine (20.0 equiv.) was added to the reaction mixture and stirred overnight. The reaction was quenched by water (5 mL), and extracted by ethyl acetate(3× 20mL). The combined organic layers were washed with brine and dried overanhydrous MgSO4. The mixture was filtered and the filtrate was concentrated underreduced pressure. The crude materials were purified by silica gel flashchromatography (PE/EtOAc) to give the desired products.

References:

Hou, Tianyuan;Lu, Ping;Li, Pixu [Tetrahedron Letters,2016,vol. 57,# 21,p. 2273 - 2276] Location in patent:supporting information