2-(BENZYLOXY)-4-(BROMOMETHYL)-1-METHOXYBENZENE synthesis

7synthesis methods

Product Name:2-(BENZYLOXY)-4-(BROMOMETHYL)-1-METHOXYBENZENE
CAS Number:55667-12-4
Molecular formula:C15H15BrO2
Molecular Weight:307.18

1860-60-2
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$137.00/1g

2-(BENZYLOXY)-4-(BROMOMETHYL)-1-METHOXYBENZENE

55667-12-4
30 suppliers
$193.00/250mg

Yield:55667-12-4 96%

Reaction Conditions:

with phosphorus tribromide in tetrahydrofuran at 0 - 20; for 3 h;

Steps:

4-Methoxy-3-benzyloxybenzyl Bromide (OBS01068) Using the procedure reported by A. I. Meyers et al., Heterocycles, 1989, 295. Phosphorus tribromide (0.98 mL, 10.3 mmol) was added to a solution of OBS01062 (2.44 g, 10 mmol) in anhydrous THF (20 mL) at 0° C. The mixture was stirred at 0° C. for 2 h and then at room temperature for 1 h. Concentration in vacuo gave an off-white residue which was recrystallized from DCM-n-hexane to give OBS01068 as a white powder (2.95 g, 96%). TLC [SiO₂, EtOAc-n-hexane (1:1)] R_f=0.9; m.p. 86-88° C. [Lit. (DCM-hexane): 86-87° C.]; ¹H-NMR (400 MHz, d₆-DMSO) 3.74 (3H, s), 4.39 (2H, s), 5.05 (2H, s), 6.83 (1H, dd, J=2, 8.2), 6.90 (1H, d, J=8.2), 7.01 (1H, d, J=2), 7.30-7.47 (5H, m).

References:

US2004/19016,2004,A1 Location in patent:Page/Page column 47

6346-05-0 Synthesis