ChemicalBook CAS DataBase List 7-Bromo-1-methylnaphthalene

7-Bromo-1-methylnaphthalene synthesis

6synthesis methods

Product Name:7-Bromo-1-methylnaphthalene
CAS Number:33295-35-1
Molecular formula:C11H9Br
Molecular Weight:221.09

1-Naphthalenol, 7-bromo-1,2,3,4-tetrahydro-1-methyl-

35943-86-3
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33295-35-1
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Yield:33295-35-1 736 mg

Reaction Conditions:

with triphenylmethyl alcohol;trifluoroacetic acid at 20; for 18 h;

Steps:

2 Step 2:7-bromo-1-methyhrnpbthalene

The crude product from Step I was combined with triphenylmethanol (1.55 g, 5.77 mmol) andTFA (2.53 g, 22.2 mmol). The resulting dark brown mixture was stirred at room temperature for18 h. The mixture was diluted with water and extracted with DCM (3x). The combine organiclayers were washed with sat. NaHCO3, dried (Na2504), filtered and concentrated. The oily residue was treated with heptane. The precipitate was filtered off and washed with heptane. The filtrate was concentrated, and purified by silica flash chromatography (100% heptane) to give the title compound (736 mg, 75% yield) as a colorless oil. 1H NMR (400 MHz, Chloroform-a) 68.13 (d, J= 1.77 Hz, lH), 7.68 (d, J 8.71 Hz, 111), 7.64 (d, J 8.04 Hz, lH), 7.53 (dd, J1.92, 8.68 Hz, IH), 7.36 (t, J 7.53 Hz, In), 7.33 (s, 1H), 2.63 (s, 3H).

References:

WO2016/112284,2016,A1 Location in patent:Page/Page column 84; 85