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32263-70-0

32263-70-0 Structure

32263-70-0 Structure
IdentificationBack Directory
[Name]

6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one
[CAS]

32263-70-0
[Synonyms]

oxy)-3,4-dihydronaphthaL
6-Benzyloxy-3,4-dihydro-2H-naphthalen-1-one
6-(Benzyloxy)-3,4-dihydro-1(2H)-naphthalenone
6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one
6-phenylmethoxy-3,4-dihydro-2H-naphthalen-1-one
1(2H)-Naphthalenone, 3,4-dihydro-6-(phenylMethoxy)-
[Molecular Formula]

C17H16O2
[MDL Number]

MFCD12024333
[MOL File]

32263-70-0.mol
[Molecular Weight]

252.31
Chemical PropertiesBack Directory
[Melting point ]

96-99 °C(Solv: cyclohexane (110-82-7))
[Boiling point ]

433.4±34.0 °C(Predicted)
[density ]

1.160±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Light brown to brown Solid
[InChI]

InChI=1S/C17H16O2/c18-17-8-4-7-14-11-15(9-10-16(14)17)19-12-13-5-2-1-3-6-13/h1-3,5-6,9-11H,4,7-8,12H2
[InChIKey]

SAYPPJQQGVXKAP-UHFFFAOYSA-N
[SMILES]

C1(=O)C2=C(C=C(OCC3=CC=CC=C3)C=C2)CCC1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one(32263-70-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-Hydroxy-1-tetralone

3470-50-6

Benzyl bromide

100-39-0

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

32263-70-0

General procedure: 6-hydroxy-1-tetralone (0.3 g, 1.85 mmol) was suspended in acetone (15 mL) containing K2CO3 (3.70 mmol). Benzyl bromide (2.035 mmol) was added to the reaction mixture and heated under reflux conditions for 6 hours. The reaction process was monitored by silica gel thin layer chromatography (TLC) using ethyl acetate with petroleum ether (1:2) as mobile phase. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filtrate was subsequently concentrated under vacuum. The resulting crude product was purified by recrystallization from cyclohexane to give 6-(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 12, p. 2758 - 2763
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 12, p. 2758 - 2763
[3] Patent: US2018/155322, 2018, A1. Location in patent: Paragraph 1502; 1503
[4] European Journal of Organic Chemistry, 2003, # 15, p. 2799 - 2812
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 144 - 148
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