2-Benzyloxyethanol synthesis
- Product Name:2-Benzyloxyethanol
- CAS Number:622-08-2
- Molecular formula:C9H12O2
- Molecular Weight:152.19
100-39-0
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107-21-1
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622-08-2
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Yield:622-08-2 98%
Reaction Conditions:
Stage #1: ethylene glycolwith sodium hydride in tetrahydrofuran;mineral oil at 25; for 1 h;
Stage #2: benzyl bromide in tetrahydrofuran;mineral oil; for 12 h;Reflux;
Steps:
2- (Benzyloxy) ethanol
To a mixture of NaH (3.4 g, 0.085 mol, 60% w/w in mineral oil) in THF (150 mL), ethylene glycol (1) (25.1 mL, 0.45 mol) was added and the mixture was stirred forh at 25°C. Then, benzyl bromide (8.9 g, 0.075 mol) was added and the reaction was refluxed for 12 h. After cooling down the mixture (0°C), a saturated aqueous solution of NH4C1 was added, the solvent was evaporated, and the mixture was extracted with EtOAc (3x). The combined organic layers were washed with a saturated aqueous solution of NH4C1 and brine, and dried (Na2SO4). The solvent was evaporated to afford 11.22 g (98% yield) of a colorless oil identified as 2-(benzyloxy)ethanol (2). The spectroscopic data were identical to those described in the literature. 1H-NMR (400 MHz, CDC13): ? 7.40-7.30 (m, 5H), 4.58 (s, 2H), 3.78 (t, J 5.0 Hz, 2H), 3.61 (t, J 4.9 Hz, 2H), 2.06 (br, 1H, OH) ppm.
References:
WO2015/177340,2015,A1 Location in patent:Page/Page column 53; 54
100-44-7
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622-08-2
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60656-87-3
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622-08-2
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622-08-2
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30379-55-6
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622-08-2
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