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6-methoxy-2-phenyl-tetralone

Basic information Safety Supplier Related

6-methoxy-2-phenyl-tetralone Basic information

Product Name:
6-methoxy-2-phenyl-tetralone
Synonyms:
  • 6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one
  • 6-Methoxy-2-phenyltetralone
  • 6-Methoxy-2-phenyl-1-tetralone
  • 6-Methoxy-2-phenylnaphthalen-1(4H)-one
  • 3,4-dihydro-6-methoxy-2-phenyl-1(2H)-Naphthalenone
  • 6-Methoxy-2-phenyl-3,4-dihydronaphthalen-1(2H)
  • 6-methoxy-2-phenyl-1,2,3,4-tetrahydronaphthalen-1-one
  • 6-methoxy-2-phenyl-3,4-dihydro-2H-naphthalen-1-one
CAS:
1769-84-2
MF:
C17H16O2
MW:
252.31
Mol File:
1769-84-2.mol
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6-methoxy-2-phenyl-tetralone Chemical Properties

Melting point:
113-116 °C
Boiling point:
429.9±45.0 °C(Predicted)
Density 
1.141±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder
color 
Yellow
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Safety Information

HS Code 
2914500090
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6-methoxy-2-phenyl-tetralone Usage And Synthesis

Synthesis

108-90-7

1078-19-9

1769-84-2

A Schlenk flask was charged with 6-methoxy-3,4-dihydronaphthalen-1(2H)-one (1,352 mg, 2.0 mmol), sodium tert-butanolate (365 mg, 3.8 mmol) and Pd-132 (1.4 mg, 0.002 mmol). The flask was sealed with a rubber stopper, evacuated three times and backfilled with nitrogen operation. Chlorobenzene (0.20 mL, 2.0 mmol) was added to the flask via a gas-tight syringe, followed by dioxane (2.0 mL). The reaction mixture was stirred at 100°C for 18 hours. After completion of the reaction, the mixture was filtered through a silica gel column and the silica gel pad was washed with methyl tert-butyl ether (MTBE, 20 mL). The filtrate was concentrated to give the off-white solid product 6-methoxy-2-phenyltetralone (455 mg, 90% yield). The structure of the product was confirmed by 1H NMR (CDCl3) and 13C NMR (CDCl3).

References

[1] Chemistry - A European Journal, 2014, vol. 20, # 52, p. 17272 - 17276
[2] Patent: WO2012/159981, 2012, A2. Location in patent: Page/Page column 20
[3] Organic and Biomolecular Chemistry, 2015, vol. 13, # 34, p. 9012 - 9021

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