2-BROMO-NAPHTHALEN-1-OL

General procedure: A benzene suspension (30 mL) of 1-tetralone 4, 11, 16 (1.0 equiv), N-bromosuccinimide (NBS) (2.2 equiv) and (PhCOO)2 (5 mol percent) was refluxed under Argon atmosphere for 4 h and then cooled to 20 °C. To the reaction mixture was added triethylamine (1 mL) and the solvent was removed in vacuo. The reaction mixture was diluted with water and extracted with CH2Cl2 (3.x.25 mL). The combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography (silica gel, heptane/EtOAc) to give 5, 12 and 17.A benzene suspension (30 mL) of 1-tetralone (1.8mL, 13.7 mmol), N-bromosuccinimide (NBS) (4.9 g, 27.5 mmol), and AIBN (0.1 g, 5 molpercent) was refluxed under argon atmosphere for 4 h, and then cooled to 20 . To the reaction mixture was added triethylamine (2 mL) and the solvent was removed in vacuo, added by water and extracted with CH3Cl. The organic layer was dried over MgSO4 and concentrated in vacuo. The product was purified by flash column chromatography using hexane and EtOAc to give 2-bromo-1-naphthol as white solid (1.8 g, 59percent), 1H NMR (300MHz, CDCl3) d 8.24'8.21 (m, 1H), 7.77'7.73 (m, 1H), 7.51'7.43(m, 3H), 7.28 (d, J = 8.8 Hz, 1H), 5.96 (s, 1H); 13C NMR (75 MHz, CDCl3) d 148.1, 133.7, 128.3, 127.5, 126.8, 126.1, 124.3, 122.2, 121.3, 103.9; GC-MS m/z 222, 224 (M+).General procedure: An acetone suspension (10 ml) of halonaphthol (10 mmol), allyl bromide (11 mmol), and K2CO3 (20 mmol) was refluxed overnight, and filtered to remove K2CO3. Then the filtrate was evaporated, and the product was purified by silica gel column chromatography using hexane and EtOAc as eluents gave allyl naphthylethers 1, 5, 7.

Molecular Weight:223.07
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:221.96803
Monoisotopic Mass:221.96803
Topological Polar Surface Area:20.2
Heavy Atom Count:12
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes