5,6-DICHLORO-2,3,4-TRIHYDRONAPHTHALEN-1-ONE synthesis
- Product Name:5,6-DICHLORO-2,3,4-TRIHYDRONAPHTHALEN-1-ONE
- CAS Number:57915-84-1
- Molecular formula:C10H8Cl2O
- Molecular Weight:215.08
57915-83-0
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57915-84-1
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Yield:57915-84-1 30%
Reaction Conditions:
with polyphosphoric acid at 130; for 10 h;
Steps:
VIII.2.iii
[142] Synthesis of 5,6-dichloro-3,4-dihydronaphthaIen-l(2H)-one (PC70): Procedure:Polyphosphoric acid (35 g) was heated to melt at 120 C for 30 minutes. To this was added 1.2 g (5.1 mmol) 4-(2,3-dichlorophenyl)butanoic acid (PC68) and this mixture was heated further with stirring for lOh at 130 C. LCMS analysis showed the formation of the product and the disappearance of starting material. The reaction mixture was then cooled and water (100 ml) was added. It was then extracted with ethylacetate (100 ml) and then was washed with Saturated Sodium bicarbonate (50 ml). The organic phase was dried and evaporated in vacuum. The oily residue was subjected to column chromatography with Hexane-ethylacetate (98:2) to obtain the tetralone as a yellow solid.PC70[143] PC70: pale yellow solid, Yield: 320 mg (30 %); NMR (CDC13, 400 MHz) in ppm: δ 2.12-2.17 (m, 2H), 2.59-2.62 (t, 2H), 3.01-3.04 (t, 2H), 7.38 (d, J= 8.0 Hz, 1H), 7.86 (d, J= 8.0 Hz, 1H); 13C NMR (CDC13, 100 MHz) in ppm: δ 22.3, 28.1, 38.0, 126.4, 128.4, 128.5, 132.6, 138.5, 143.9, 196.7.
References:
WO2012/6068,2012,A2 Location in patent:Page/Page column 93; 95
6334-18-5
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95-50-1
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32003-41-1
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