ChemicalBook CAS DataBase List BENZYL PHENYL ETHER

BENZYL PHENYL ETHER synthesis

15synthesis methods

Product Name:BENZYL PHENYL ETHER
CAS Number:946-80-5
Molecular formula:C13H12O
Molecular Weight:184.23

100-39-0
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$10.00/10 g

98-80-6 Synthesis

98-80-6
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$5.00/5g

946-80-5
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$10.00/1g

Yield:946-80-5 99%

Reaction Conditions:

Stage #1:phenylboronic acid with dihydrogen peroxide;cholin hydroxide in water at 20; for 1 h;Green chemistry;
Stage #2:benzyl bromide in water at 20; for 2 h;Green chemistry;

Steps:

Representative one-pot procedure
A flask was charged with phenylboronic acid (4.0 mmol), choline hydroxide (aq. 40-50 wtpercent, 2.0 mL), and H₂O₂ (aq. 30 wtpercent, 0.8 mL). Then, the mixture was stirred at room temperature in open air for 1 h. Next, 0.34 g of benzyl bromide (2.0 mmol) was added into the flask at room temperature, then the resulting mixture was allowed to stir at room temperature for 2 h. Quenched with 3 M HCl solution, then extracted with extracted with diethyl ether (3 * 10 mL). The combined organic layers were washed with brine, dried with anhydrous Na₂SO₄, and the volatile solvent was evaporated under reduced pressure. The crude mixture was purified by column chromatography on silica gel (hexanes only). Benzyl phenyl ether (2a); colorless oily liquid. ¹H NMR (400 MHz, CDCl₃): δ (ppm) 7.48-7.40 (m, 4H), 7.37-7.28 (m, 3H), 7.03-6.97 (m, 3H), 5.10 (s, 2H); ¹³C NMR (100 MHz, CDCl₃): δ (ppm) 158.8, 137.1, 129.5, 128.6, 127.9, 127.5, 120.9, 114.9, 69.9.

References:

Joo, Seong-Ryu;Kim, Seung-Hoi;Lim, In-Kyun [Tetrahedron Letters,2020,vol. 61,# 34]

591-50-4 Synthesis