2-Butenyl(phenyl) ether synthesis
- Product Name:2-Butenyl(phenyl) ether
- CAS Number:14503-58-3
- Molecular formula:C10H12O
- Molecular Weight:148.2
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14503-58-3
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Yield:14503-58-3 79.2%
Reaction Conditions:
with sodium hydroxide in N,N-dimethyl-formamide at 0 - 25; for 2 h;Inert atmosphere;
Steps:
1.1 (1) Intermediate 1-2: Synthesis of (E)-(but-2-ene-1-propoxy)benzene:
Compound 1-1 (2g, 21.3mmol, 1eq) was dissolved in anhydrous DMF (30mL), sodium hydroxide (1.7g, 42.54mmol, 2eq) was added under nitrogen protection, and the reaction solution was stirred at 25°C for 30 minute,Then 1-chloro-2-butene cis-trans mixture (2.3g, 25.6mmol, 1.2eq) was slowly added at 0°C. After the addition, the reaction solution was continued to react at 25°C for 2 hours. TLC (V hexane:V EA=1:0) The reaction ends after the detection of the complete consumption of the raw materials. The reaction solution was slowly added dropwise to ice water (100mL), the water phase became turbid, diluted with n-hexane (100mL) after the dropwise addition, stirred well, extracted three times with n-hexane (100mL*3), combined organic phases, saturated salt Washed with water (100 mL), separated, the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to obtain a colorless oily substance, cis-trans mixture 1-2 (2.5 g, yield: 79.2%).
References:
WO2022/63254,2022,A1 Location in patent:Page/Page column 6-7
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![Benzene, [(1-ethenyl-5-hexen-1-yl)oxy]-](/CAS/20210305/GIF/15972-91-5.gif)
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