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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
71019-06-2

1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro- synthesis

8synthesis methods
529-34-0 Synthesis
1-Tetralone

529-34-0
480 suppliers
$6.00/10g

1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro-

71019-06-2
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-

Yield:71019-06-2 95%

Reaction Conditions:

with 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane at 120; for 5 h;Microwave irradiation;

Steps:

4.2.2 General procedure for the synthesis of α-fluoro-α- aryl-α-tetralones

General procedure: In a microwave tube were added a suspension of Selectfluor (0.5314g, 1.5mmol) and α-tetralone (1.0mmol) in PEG400 (2mL) and thermal heated at 120°C. Then, the mixture was allowed to cool to rt, diluted in AcOEt, washed with brine, dried over anhydrous NaSO4, filtered and concentrated under reduced pressure. The crude material was purified by silica gel column with hexane:AcOEt (95:5) as solvent. Compounds 15a [38], 15b [39], 15c [40] are known. Before the first step, in a microwave tube were added a suspension Pd(dba)2 (0.0057 g, 0.01 mmol), tBu3PHBF4 (0.0058 g, 0.02 mmol), NaOH (0.016 g, 0.4 mmol), aryl bromide (0.24 mmol) and compounds 9a-b (0.2 mmol) in a mixture of degassed dioxane/water (4:1, v/v, 4 mL) and heated under argon atmosphere and microwave irradiation (100 W ofinitial power, 100-130 C, 60 min, infrared probe). Then, the mixture was allowed to cool to rt, diluted in AcOEt, washed with saturated NH4Cl solution, dried over anhydrous NaSO4, filtered and concentrated under reduced pressure. The crude material was purified by silica gelcolumn with hexane:AcOEt (95:5) as solvent.

References:

de Souza, Luana G.;Salustiano, Eduardo J.;da Costa, Kelli M.;Costa, Angela T.;Rumjanek, Vivian M.;Domingos, Jorge L.O.;Rennó, Magdalena N.;Costa, Paulo R.R. [Bioorganic Chemistry,2021,vol. 110,art. no. 104790]

62952-26-5 Synthesis
2-Naphthalenecarboxylic acid, 1,2,3,4-tetrahydro-1-oxo-

62952-26-5
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1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro-

71019-06-2
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References
1(2H)-Naphthalenone, 3,4-dihydro-, hydrazone

5736-43-6
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1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro-

71019-06-2
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References
(3 4-DIHYDRO-1-NAPHTHYLOXY)TRIMETHYL-

38858-72-9
16 suppliers
$865.28/5G

1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro-

71019-06-2
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References
2-Propanamine, N-(2-fluoro-3,4-dihydro-1(2H)-naphthalenylidene)-, [N(E)]- (9CI)

914801-67-5
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1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro-

71019-06-2
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References