ChemicalBook CAS DataBase List 1-BROMO-4-METHOXY-2-PHENYLMETHOXYBENZENE

1-BROMO-4-METHOXY-2-PHENYLMETHOXYBENZENE synthesis

9synthesis methods

Product Name:1-BROMO-4-METHOXY-2-PHENYLMETHOXYBENZENE
CAS Number:150356-67-5
Molecular formula:C14H13BrO2
Molecular Weight:293.16

63604-94-4 Synthesis

63604-94-4
130 suppliers
$7.00/250mg

7732-18-5
447 suppliers
$13.50/100ML

584-08-7 Synthesis

584-08-7
1161 suppliers
$5.00/100g

100-44-7 Synthesis

100-44-7
623 suppliers
$13.50/250G

75-05-8 Synthesis

75-05-8
961 suppliers
$10.00/10g

1-BROMO-4-METHOXY-2-PHENYLMETHOXYBENZENE

150356-67-5
28 suppliers
$134.00/1g

Yield:150356-67-5 99%

Reaction Conditions:

with Ki;nitrogen in ethyl acetate;

Steps:

4.i [4-Methoxy-2(phenylmethoxy)phenyl]boronic acid (a compound of Formula (u))

(i) 1-Bromo-4-methoxy-2-(phenylmethoxy)benzene (a compound of Formula (aa)) A 12 L four-necked round-bottomed flask equipped with mechanical stirrer, thermometer and reflux condenser with nitrogen inlet was charged with 2-bromo-5-methoxyphenol (615 g, 2.98 mol), CH₃ CN (6 L), K₂ CO₃ (671 g, 4.77 mol), benzyl chloride (363 mL, 3.14 mol), and KI (6 g, 0.036 mol). The mixture was heated to reflux for 3 h, cooled to room temperature, and H₂ O (3 L) added to form a biphasic mixture. The aqueous layer was separated, CH₃ CN (3 L) removed in vacuo and EtOAc (4 L) added to extract the product. After a wash with H₂ O (3 L) and 10% NaCl solution (1.8 L), the organic layer was concentrated to dryness to afford 1-bromo-4-methoxy-2-(phenylmethoxy)benzene as a light yellow oil (895.5 g, 99%): bp 110° C. (2.5 mm Hg); ¹ H NMR δ 7.55-7.25 (m, 6 H), 6.55 (d, J=2.7 Hz, 1 H), 6.35 (dd, J=8.5 Hz, 1.5 Hz, 1 H), 5.1 (s, 2 H), 3.75 (s, 3 H).

References:

US6143907,2000,A