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[ CAS No. 17454-47-6 ] {[proInfo.proName]}

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Chemical Structure| 17454-47-6
Chemical Structure| 17454-47-6
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Product Details of [ 17454-47-6 ]

CAS No. :17454-47-6 MDL No. :MFCD00068674
Formula : C18H22O5 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 318.36 Pubchem ID :-
Synonyms :

Safety of [ 17454-47-6 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 17454-47-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 17454-47-6 ]

[ 17454-47-6 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 17454-47-6 ]
  • [ 33933-78-7 ]
  • [ 128639-34-9 ]
YieldReaction ConditionsOperation in experiment
58% With PPA at 60℃; for 5h;
  • 2
  • [ 17454-47-6 ]
  • [ 27570-83-8 ]
  • [ 128639-35-0 ]
YieldReaction ConditionsOperation in experiment
61% With PPA at 60℃; for 5h;
  • 3
  • [ 17454-47-6 ]
  • [ 128639-37-2 ]
  • [ 128639-38-3 ]
YieldReaction ConditionsOperation in experiment
1: 14% 2: 38% With nitric acid In chloroform; acetic acid Ambient temperature;
  • 4
  • [ 89011-99-4 ]
  • [ 17454-47-6 ]
YieldReaction ConditionsOperation in experiment
90% With sodium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane
  • 5
  • [ 17454-47-6 ]
  • [ 75-65-0 ]
  • [ 128639-33-8 ]
YieldReaction ConditionsOperation in experiment
43% With PPA at 60℃; for 5h;
  • 6
  • [ 17454-47-6 ]
  • [ 91-20-3 ]
  • [ 135-19-3 ]
  • [ 92-44-4 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran for 0.25h; selectivity of reductive cleavage of the aryl-oxygen bonds; also for other arenocrown ethers;
YieldReaction ConditionsOperation in experiment
2,3-Dihydroxy-naphthalin, 1,11-Dichlor-3,6,9-trioxaundecan;
  • 8
  • [ 17454-47-6 ]
  • [ 128639-36-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; hydrogen bromide; zinc 1) glacial acetic acid, 5 deg C, 3 d; 2) acetic acid, r.t., 1 d; Yield given. Multistep reaction;
  • 9
  • [ 17454-47-6 ]
  • [ 93-61-8 ]
  • 8-formyl-2,3-naphtho-15-crown-5 [ No CAS ]
  • 7-formyl-2,3-naphtho-15-crown-5 [ No CAS ]
  • 1-formyl-2,3-naphtho-15-crown-5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 42% 2: 10% 3: 8% With trichlorophosphate
1: 42% 2: 10% 3: 8% With trichlorophosphate
  • 10
  • [ 17454-47-6 ]
  • 2-{4-[1-cyano-2-(2,3-naphtho-15-crown-5-5-yl)vinyl]phenyl}-3-(2,3-naphtho-15-crown-5-8-yl)acrylonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 10 percent / POCl3 2: 64 percent / Bu4NOH / ethanol / 3 h / Heating
Multi-step reaction with 2 steps 1: trichlorophosphate 2: tetra(n-butyl)ammonium hydroxide / ethanol / 3 h / Reflux
  • 11
  • [ 17454-47-6 ]
  • 2-{4-[1-cyano-2-(2,3-naphtho-15-crown-5-7-yl)vinyl]phenyl}-3-(2,3-naphtho-15-crown-5-7-yl)acrylonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 8 percent / POCl3 2: 56 percent / Bu4NOH / ethanol / 3 h / Heating
Multi-step reaction with 2 steps 1: trichlorophosphate 2: tetra(n-butyl)ammonium hydroxide / ethanol / 3 h / Reflux
  • 12
  • [ 17454-47-6 ]
  • 2-{4-[1-cyano-2-(2,3-naphtho-15-crown-5-1-yl)vinyl]phenyl}-3-(2,3-naphtho-15-crown-5-1-yl)acrylonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 42 percent / POCl3 2: 64 percent / Bu4NOH / ethanol / 3 h / Heating
Multi-step reaction with 2 steps 1: trichlorophosphate 2: tetra(n-butyl)ammonium hydroxide / ethanol / 3 h / Reflux
  • 13
  • [ 89011-98-3 ]
  • [ 17454-47-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: conc. HCl / CH2Cl2; methanol / 1 h / Ambient temperature 2: 90 percent / NaOH, p-toluenesulfonyl chloride / dioxane
  • 14
  • [ 92-44-4 ]
  • [ 17454-47-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: NaOH / butan-1-ol / 30 h / Heating 2: conc. HCl / CH2Cl2; methanol / 1 h / Ambient temperature 3: 90 percent / NaOH, p-toluenesulfonyl chloride / dioxane
  • 15
  • [ 17454-47-6 ]
  • Eu(3+)*3(ClO4)(1-)*0.5H2O = Eu(ClO4)3*0.5H2O [ No CAS ]
  • Eu(ClO4)(C18H22O5)(2+)*2(ClO4)(1-) = Eu(ClO4)3(C18H22O5) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In acetonitrile
  • 16
  • [ 17454-47-6 ]
  • sodium tetrachloroplatinate(II) [ No CAS ]
  • [ 540-72-7 ]
  • [Na(2,3-naphtho-15-crown-5)]2[Pt(SCN)4] [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% In water; 1,2-dichloro-ethane aq. mixt. of Na2PtCl4 and NaSCN was added to a soln. of crown ether in 1,2-dichloroethane, the mixt. was stired for 2 h at room temp.; the organic phase was sepd., crystd. from diethyl ether-1,2-dichloroethane (4:1); elem. anal.;
  • 17
  • [ 17454-47-6 ]
  • [ 540-72-7 ]
  • palladium dichloride [ No CAS ]
  • [Na(2,3-naphtho-15-crown-5)]2[Pd(SCN)4] [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% In water; 1,2-dichloro-ethane aq. mixt. of PdCl2 and NaSCN was added to a soln. of crown ether in 1,2-dichloroethane, the mixt. was stired for 2 h at room temp.; the organic phase was sepd., crystd. from diethyl ether-1,2-dichloroethane (4:1); elem. anal.;
  • 18
  • [ 17454-47-6 ]
  • sodium tetrachloroplatinate(II) [ No CAS ]
  • disodium maleonitriledithiolato [ No CAS ]
  • [Na(2,3-naphtho-15-crown-5)2]2[Pt(1,2-dicyanoethylene-1,2-dithiolate)2] [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% In water; 1,2-dichloro-ethane to soln. of crown ether in 1,2-dichloroethane added aq. mixt. of Na2PtCl4 and sodium dithiolate; mixt. stirred for 2 h at room temp.; filtered; ppt. dissolved in MeCN/CH3COCH3 (1:1); soln. slowly evapd.; elem. anal.;
  • 19
  • [ 17454-47-6 ]
  • sodium tetrachloroplatinate(II) [ No CAS ]
  • [ 4885-93-2 ]
  • [Na(2,3-naphtho-15-crown-5)]2[Pt(1,1-dicyanoethylene-2,2-dithiolate)2] [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In water; 1,2-dichloro-ethane to soln. of crown ether in 1,2-dichloroethane added aq. mixt. of Na2PtCl4 and sodium dithiolate; mixt. stirred for 2 h at room temp.; filtered; ppt. dissolved in MeCN/CH3COCH3 (1:1); soln. slowly evapd.; elem. anal.;
  • 20
  • [ 17454-47-6 ]
  • [ 7732-18-5 ]
  • [ 540-72-7 ]
  • [ 7646-85-7 ]
  • [Na(2,3-naphtho-15-crown-5)(water)]2[Zn(thiocyanato)4] [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% In dichloromethane; water addn. of aq. soln. of zinc compd. and sodium thiocyanate to CH2Cl2 soln.of crown ether deriv., stirring for 2 h at room temp.; filtration, dissolving in CH3CN, slow evapn. for 1 wk, elem. anal.;
  • 21
  • aqueous cadmium chloride [ No CAS ]
  • [ 17454-47-6 ]
  • [ 540-72-7 ]
  • [Na(2,3-naphtho-15-crown-5)]2[Cd2(μ-1,1,3-thiocyanato)2(μ-1,3-thiocyanato)4]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% In dichloromethane; water addn. of aq. soln. of cadmium compd. and sodium thiocyanate to CH2Cl2 soln. of crown ether deriv., stirring for 2 h at room temp.; filtration, dissolving in CH3CN, slow evapn. for 1 wk, elem. anal.;
  • 22
  • [ 17454-47-6 ]
  • [ 540-72-7 ]
  • mercury dichloride [ No CAS ]
  • [Na(2,3-naphtho-15-crown-5)]Na[Hg(thiocyanato)4]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In dichloromethane; water addn. of aq. soln. of mercury compd. and sodium thiocyanate to CH2Cl2 soln. of crown ether deriv., stirring for 2 h at room temp.; filtration, dissolving in CH3CN, slow evapn. for 1 wk, elem. anal.;
  • 23
  • [ 37860-51-8 ]
  • [ 92-44-4 ]
  • [ 17454-47-6 ]
YieldReaction ConditionsOperation in experiment
51% Stage #1: 2,3-naphthalenediol With tetrabutylammomium bromide; sodium hydroxide In benzene at 60℃; for 0.5h; Stage #2: tetraethylene glycol di(p-toluenesulfonate) In benzene for 15h; Heating;
  • 24
  • [ 17454-47-6 ]
  • [ 1394035-43-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2
  • 25
  • [ 17454-47-6 ]
  • [ 1394035-40-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere
  • 26
  • [ 17454-47-6 ]
  • [ 1394035-44-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: toluene-4-sulfonic acid / toluene / 70 - 80 °C
Multi-step reaction with 4 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: titanium(IV) tetraethanolate / toluene / 6 h / 100 °C / Inert atmosphere
  • 27
  • [ 17454-47-6 ]
  • C33H32O6 [ No CAS ]
  • C33H32O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: toluene-4-sulfonic acid / toluene / 70 - 80 °C 5.1: acetonitrile / 0.01 h / UV-irradiation
Multi-step reaction with 5 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: titanium(IV) tetraethanolate / toluene / 6 h / 100 °C / Inert atmosphere 5.1: acetonitrile / 0.01 h / UV-irradiation
  • 28
  • [ 17454-47-6 ]
  • Ba(2+)*C33H32O6*2ClO4(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: toluene-4-sulfonic acid / toluene / 70 - 80 °C 5.1: barium(II) perchlorate / acetonitrile
Multi-step reaction with 5 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: titanium(IV) tetraethanolate / toluene / 6 h / 100 °C / Inert atmosphere 5.1: barium(II) perchlorate / acetonitrile
  • 29
  • [ 17454-47-6 ]
  • Ba(2+)*2C33H32O6*2ClO4(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: toluene-4-sulfonic acid / toluene / 70 - 80 °C 5.1: barium(II) perchlorate / acetonitrile
Multi-step reaction with 5 steps 1.1: methanesulfonic acid; phosphorus pentoxide / 6 h / 20 °C 2.1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere 3.1: sodium hydroxide / water / 3 h / 50 °C 3.2: pH 2 4.1: titanium(IV) tetraethanolate / toluene / 6 h / 100 °C / Inert atmosphere 5.1: barium(II) perchlorate / acetonitrile
  • 30
  • [ 17454-47-6 ]
  • [ 64-19-7 ]
  • [ 1394035-39-2 ]
YieldReaction ConditionsOperation in experiment
90% With methanesulfonic acid; phosphorus pentoxide at 20℃; for 6h; 4.2. 1-(2,3,5,6,8,9,11,12-Octahydronaphtho[2,3-b][1,4,7,10,13]pentaoxacyclopentadecine-16-yl)ethanone (10) A modification of the previously reported procedure23 was used. Commercially available Eaton's reagent (ca. 8 ml that corresponds to 6.28 mmol of phosphorus(V) oxide) and acetic acid (0.20 ml, 3.45 mmol) were mixed at room temperature. Then naphtho-15-crown-5 ether (1 g, 3.14 mmol) was added. The reaction mixture was stirred at room temperature for ca. 6 h and then poured into water. The suspension was extracted with dichloromethane and the combined organic phases were washed with water. Removal of the dried (MgSO4) solvent gave a dark brown oil, which upon repeated extractions with hot heptane, afforded the product as an off-white solid (1.02 g, 90%), mp 126-129 °C. 1H NMR (250 MHz, CDCl3): δ 2.69 (s, 3H, CH3), 3.78-3.76 (m, 8H, 5'-CH2, 6'-CH2, 8'-CH2, 9'-CH2), 3.96-4.06 (m, 4H, 3'-CH2, 11'-CH2), 4.22-4.32 (m, 4H, 2'-CH2, 12'-CH2), 7.11 (s, 1H, 19'-H), 7.20 (s, 1H, 14'-H), 7.70 (d, J=8.6 Hz, 1H, 18'-H), 7.89 (dd, J=8.6 and 1.5 Hz, 1H, 17'-H), 8.31 (s, 1H, 15'-H). 13C NMR (250 MHz, CDCl3): δ 26.67, 68.50, 68.60, 69.32, 69.39, 70.37, 70.40, 71.41, 107.40, 109.15, 122.79, 126.72, 128.41, 128.60, 132.27, 133.14, 149.95, 151.48, 198.16. Anal. Calcd for C20H24O6: C, 66.65; H, 6.71. Found: C, 66.37; H, 6.68.
  • 31
  • [ 17454-47-6 ]
  • C48H48N2O10*K(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: trichlorophosphate 2: tetra(n-butyl)ammonium hydroxide / ethanol / 3 h / Reflux 3: acetonitrile
  • 32
  • [ 17454-47-6 ]
  • C48H48N2O10*K(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: trichlorophosphate 2: tetra(n-butyl)ammonium hydroxide / ethanol / 3 h / Reflux 3: acetonitrile
  • 33
  • [ 17454-47-6 ]
  • C48H48N2O10*K(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: trichlorophosphate 2: tetra(n-butyl)ammonium hydroxide / ethanol / 3 h / Reflux 3: acetonitrile
  • 34
  • [ 17454-47-6 ]
  • LiN15C5H2OClO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water; lithium perchlorate In ethanol at 20℃; Experimental General procedure: For preparing complexes, the relevant salts and rown-ether were dissolved in ethanol; the resulting solutions were mixed in an equimolar proportion. The reaction mixture was allowed to stand in air for 2-3 days. A precipitate was filtered off, washed with cool ethanol and freshly distilled diethyl ether. The thus-prepared compounds were white powders.
  • 35
  • [ 17454-47-6 ]
  • LiN15C5H2OI [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water; lithium iodide In ethanol at 20℃; Experimental General procedure: For preparing complexes, the relevant salts and rown-ether were dissolved in ethanol; the resulting solutions were mixed in an equimolar proportion. The reaction mixture was allowed to stand in air for 2-3 days. A precipitate was filtered off, washed with cool ethanol and freshly distilled diethyl ether. The thus-prepared compounds were white powders.
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