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ChemicalBook CAS DataBase List 3-BENZYLOXYBENZYL ALCOHOL

3-BENZYLOXYBENZYL ALCOHOL synthesis

10synthesis methods
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Yield:1700-30-7 89%

Reaction Conditions:

with potassium carbonate in acetone at 45; for 12 h;Williamson Ether Synthesis;

Steps:

4.1.1. General synthetic procedure for intermediate 2a
General procedure: To a solution of 3-hydroxybenzyl alcohol (1 equiv) and bromoalkane(1.02 equiv) in acetone was added K2CO3 (2 equiv) at roomtemperature. The reaction mixture was heated to 45 °C with stirring for12 h. Then the reaction mixture was cooled to room temprature followedby filtration and the filtrate was concentrated under vacuum. Theresidue was purified by silica gel column chromatography using amixture of petroleum ether/ethyl acetate (20:5, v/v) as eluent to afford2a. (3-(benzyloxy)phenyl)methanol. Yield: 89%; colorless oil; 1HNMR (300 MHz, DMSO-d6) δ: 7.48-7.25 (m, 6H), 7.15-7.08 (m, 1H),6.97-6.90 (m, 2H), 5.32 (s, 1H), 5.14 (s, 2H), 4.61 (s, 2H).

References:

Li, Zheng;Chen, Yueming;Zhang, Yuhan;Jiang, Hongwei;Liu, Yanzhi;Chen, Yufang;Zhang, Luyong;Qian, Hai [Bioorganic Chemistry,2018,vol. 80,p. 296 - 302]

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