1,6-DIBROMO-2-METHOXYNAPHTHALENE synthesis

9synthesis methods

Product Name:1,6-DIBROMO-2-METHOXYNAPHTHALENE
CAS Number:66996-59-6
Molecular formula:C11H8Br2O
Molecular Weight:315.99

5111-65-9
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$6.00/5g

66996-59-6
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$45.00/100mg

Yield:66996-59-6 100%

Reaction Conditions:

with N-Bromosuccinimide in tetrahydrofuran; for 2 h;Reflux;

Steps:

14

6-Bromo-2-methoxynaphthalene (5.9 g, 24.81 mmol, 1 eq) and NBS (4.41, 24.81 mmol, 1 eq) are boiled in 50 ml of THF under reflux for 2 h. After washing with 1 N HCl, the organic phase is dried over magnesium sulfate, filtered and concentrated in vacuum on a rotary evaporator. The compound is obtained in quantitative yield (7.8 g). C₁₁H₈Br₂O; MW 314/316/318; ¹H-NMR (CDCl₃): δ 7.98 (d, J=8.8 Hz, 1H), 7.84 (d, J=2.1 Hz, 1H), 7.63 (d, J=9.1 Hz, 1H), 7.50 (dd, J=2.1 Hz, J=9.1 Hz, 1H), 7.20 (d, J=9.1 Hz, 1H), 3.93 (s, 3H); ¹³C-NMR (CDCl₃): δ 182.9, 157.9, 135.6, 134.8, 134.5, 133.7, 132.0, 131.9, 118.4, 60.9; IR: 2964, 1708, 1587, 1490, 1344, 1272, 1070 1/cm

References:

US2010/204234,2010,A1 Location in patent:Page/Page column 15