6-Phenyl-3,4-dihydro-1(2H)-naphthalenone synthesis

9synthesis methods

Product Name:6-Phenyl-3,4-dihydro-1(2H)-naphthalenone
CAS Number:71912-46-4
Molecular formula:C16H14O
Molecular Weight:222.28

66361-67-9 Synthesis

66361-67-9
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$50.00/100mg

98-80-6 Synthesis

98-80-6
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$5.00/5g

6-Phenyl-3,4-dihydro-1(2H)-naphthalenone

71912-46-4
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Yield:71912-46-4 75%

Reaction Conditions:

with tetrakis-(triphenylphosphine)-palladium;potassium carbonate in toluene at 90;Inert atmosphere;Suzuki Coupling;

Steps:

6-phenyl-3,4-dihydronaphthalen-1(2H)-one 4

To the solution of 3 (5.00 g and 20.82 mmol) in toluene, phenylboronic acid (2.79 gand 22.90 mmol) and potassium carbonate (5.76 g and 41.64 mmol), a catalytic amountof tetrakis(triphenylphosphine)palladium(0) (50 mg and 0.04 mmol) was added undernitrogen. The resulting mixture was then heated to reflux overnight. The reaction mixturewas then filtered, evaporated under low pressure, and after chromatography (petroleumether:ethyl acetate 20:1) to give 3.65 g of 4 as a white powder (75% yield), m.p. 105.7~107.3 C.

References:

Chen, Baiyu;Fu, Wei;Li, Jianqi;Li, Wei;Li, Xinwei;Xie, Peng;Zhang, Junjie;Zhang, Wenbo;Zhu, Mengdan [Molecules,2022,vol. 27,# 7,art. no. 2173]