41757-99-7|2,2'-(((1,2-Phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethan-1-ol)| Ambeed

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CAS No. :	41757-99-7
Formula :	C₁₄H₂₂O₆
M.W :	286.32
SMILES Code :	OCCOCCOC1=C(C=CC=C1)OCCOCCO
MDL No. :	MFCD00429252

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
73%		To a solution of Catechol 5 (1.0 eq, 10 mmol, 1.1 g) inanhydrous acetonitrile (10 ml) was added Cs2CO3 (2 eq, 20mmol, 6.5 g). The mixture was stirred and refluxed for 10minutes under nitrogen. Di (ethylene glycol) mono tosylate4a (2 eq, 20 mmol, 5.2 g) in anhydrous acetonitrile (10 mL)was added by a syringe, and the reaction mixture was stirredfor 12 hours in the presence of nitrogen. After cooling toroom temperature, the mixture was filtered. The combinedfiltrate was evaporated in vacuum and the residue was dissolvedin dichloromethane. The organic layer was washedwith distilled water and dried over magnesium sulfate. Afterthe solvent was evaporated, the residue was purified by columnchromatography (ethyl acetate/n-hexane = 3:1 v/v). 2,2'-(2,2'-(1,2-phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy)diethanol (6a). This compound was obtained in73percent yield as colourless oil. ir: 3355(OH), 1249 and 1126(CO) cm-1; 1H-NMR (CDCl3): 6.90 (s, 4H); 4.16 (t, J = 5 Hz,4H); 3.90 (t, J = 2.5 Hz, 4H); 3.75-3.68 (m, 10H). 13C-NMR(CDCl3): 148.3; 121.4; 113.55; 72.81; 69.3; 68.4; 61.5. Anal.calc. for C14H22O6: C, 58.73; H, 7.73, Found: C, 58.70; H,7.81. MS m/z (C14H22O6, 286) 286 (M+.).
73.6%	With potassium carbonate; lithium bromide; In acetonitrile; for 24h;Inert atmosphere; Reflux;	Add catechol 2.61g to a 250mL three-necked flaskAnd K2CO313.12g, by vacuuming for 3 to 5 times in a row,A nitrogen-filled cycle that vents oxygen and moisture from the system.Under nitrogen protection, 12.35 g of diethylene glycol mono-p-toluenesulfonate was added.0.02 g of LiBr and 150 mL of anhydrous acetonitrile solution were heated to reflux for 24 h.After the reaction is completed, the heating is stopped. After cooling, it was filtered, and the filter cake was dissolved with water (100 mL).It was extracted with CH2Cl2 (100 mL×2).The oil was dissolved in 100 mL of CH 2 Cl 2 and washed with a mixed solution (saturated brine: 1percent sodium hydroxide solution = 3:1, 50 mL × 3).Dry over anhydrous magnesium sulfate.Filtration and rotary evaporation gave a light brown powder with a yield of 73.6percent.

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CAS No.: 41757-99-7

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CAS No.: 41757-99-7

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[ 41757-99-7 ] Synthesis Path-Downstream 1~2

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