Boron tribromide → (-)-5,6,7,8-Tetrahydro-6-[(2-phenoxyethyl)propylamino]-1-naphthalenol

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Reaction Steps

To a mixture of 1.0M Boron tribromide in dichloromethane in 20ML chloroform was added dropwise the product of Example 1 (80 mg, .236 mmol) in chloroform and stirred at room temperature of 15 min. After workup, the crude mixture was subjected to flash chromatography (Silica: 8.2 pet ether/EtOAc). The product showed characteristic peaks at: NMR (300 MHz, CDCl3) δ 7.3-6.6(m, 8H), 4.0(t, 2H), 3.1-2.5(m,9H), 2.1(m,1H), 1.7-1.4 (m, 3H), 0.9(t, 3H).

Provenance & Evidence