(3-broMo-5-Methoxyphenyl)Methanol synthesis
- Product Name:(3-broMo-5-Methoxyphenyl)Methanol
- CAS Number:262450-64-6
- Molecular formula:C8H9BrO2
- Molecular Weight:217.06
157893-14-6
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$10.00/250mg
262450-64-6
49 suppliers
$62.50/1g
Yield:262450-64-6 92%
Reaction Conditions:
with dimethylsulfide borane complex in tetrahydrofuran at 20 - 65; for 5 h;Inert atmosphere;
Steps:
66.66A (3-Bromo-5-methoxyphenyl)methanol
Boron methyl sulfide complex (1.4 ml, 14.00 mmol) was added dropwise to a solution of 3 -bromo-5 -methoxybenzoic acid (0.866 g, 3.75 mmol) in THF (20 ml, 244 mmol) under nitrogen at room temperature. The resulting mixture was stirred at 65 °C for 5h. At 0 °C, water was added dropwise and the reaction mixture was concentrated in vacuo. The residue was diluted in AcOEt and washed successively with 1N NaOH, 1N HCl, sat. NaHCO3 and brine, dried over anh. Na2SO4 and concentrated. The residue was purified on ISCO using a REDISEP Gold 24 g column (Hex/EtOAc). The title material (0.746g, 92%) was obtained as a white solid after concentration of the fractions. LC (Method B): 1.749 min. 1H NMR (400 MHz, acetone) δ ppm 7.11 (dq, J=2.1 , 0.9 Hz,1H) 6.97 (t, J=2.2 Hz,1H) 6.93 (dq, J=2.3, 1.1 Hz,1H) 4.57 - 4.63 (m, 2H) 4.33 (t, J=5.9 Hz, 1H) 3.81 (s, 3H).
References:
WO2013/163241,2013,A1 Location in patent:Paragraph 00152
56709-70-7
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$250.00/1g
262450-64-6
49 suppliers
$62.50/1g
262450-65-7
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$6.00/100mg
262450-64-6
49 suppliers
$62.50/1g
29578-83-4
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$6.00/1g
262450-64-6
49 suppliers
$62.50/1g
140472-69-1
176 suppliers
$19.00/250mg
262450-64-6
49 suppliers
$62.50/1g