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[ CAS No. 195314-47-7 ] {[proInfo.proName]}

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Chemical Structure| 195314-47-7
Chemical Structure| 195314-47-7
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Product Details of [ 195314-47-7 ]

CAS No. :195314-47-7 MDL No. :MFCD22385150
Formula : C9H11BrO3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 247.09 Pubchem ID :-
Synonyms :

Safety of [ 195314-47-7 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 195314-47-7 ]

* 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 [ 195314-47-7 ]

[ 195314-47-7 ] Synthesis Path-Downstream   1~77

  • 1
  • [ 5390-04-5 ]
  • [ 195314-47-7 ]
  • [ 796966-76-2 ]
  • 3
  • [ 74-88-4 ]
  • [ 195314-47-7 ]
  • [ 127136-79-2 ]
  • 5
  • [ 195314-47-7 ]
  • [ 936247-40-4 ]
  • 6
  • [ 195314-47-7 ]
  • C10H8BrNO2S [ No CAS ]
  • 7
  • [ 195314-47-7 ]
  • [ 936247-46-0 ]
  • 8
  • [ 195314-47-7 ]
  • C20H24N2O3S [ No CAS ]
  • 10
  • [ 195314-47-7 ]
  • [ 796966-64-8 ]
  • 11
  • [ 195314-47-7 ]
  • [ 796966-77-3 ]
  • 12
  • [ 195314-47-7 ]
  • [ 796966-65-9 ]
  • 13
  • [ 195314-47-7 ]
  • [ 796966-73-9 ]
  • 14
  • [ 195314-47-7 ]
  • methanesulfonic acid 5-(5-methoxy-2-methoxymethoxy-phenyl)-pent-4-ynyl ester [ No CAS ]
  • 15
  • [ 195314-47-7 ]
  • methanesulfonic acid 5-(2-allyloxy-5-methoxy-phenyl)-pent-4-ynyl ester [ No CAS ]
  • 16
  • [ 195314-47-7 ]
  • 11-methoxy-1,2,3,5,6,7-hexahydro-8-oxadibenzo[a,h]azulen-4-one [ No CAS ]
  • 17
  • [ 195314-47-7 ]
  • 2-[5-(2,6-dimethoxycyclohexa-2,5-dienyl)pent-1-ynyl]-4-methoxy-1-methoxymethoxybenzene [ No CAS ]
  • 18
  • [ 195314-47-7 ]
  • 3-methoxy-2-[5-(5-methoxy-2-methoxymethoxyphenyl)pent-4-ynyl]cyclohex-3-enone [ No CAS ]
  • 19
  • [ 195314-47-7 ]
  • 1-allyloxy-2-[5-(2,6-dimethoxycyclohexa-2,5-dienyl)pent-1-ynyl]-4-methoxybenzene [ No CAS ]
  • 20
  • [ 195314-47-7 ]
  • 2-[5-(2-allyloxy-5-methoxy-phenyl)-pent-4-ynyl]-cyclohexane-1,3-dione [ No CAS ]
  • 21
  • [ 195314-47-7 ]
  • 2-[5-(2-allyloxy-5-methoxyphenyl)pent-4-ynyl]-3-methoxycyclohex-3-enone [ No CAS ]
  • 22
  • [ 195314-47-7 ]
  • [ 796966-69-3 ]
  • 23
  • [ 195314-47-7 ]
  • trifluoromethanesulfonic acid 2-[5-(2-hydroxy-5-methoxyphenyl)pent-4-ynyl]-3-oxocyclohex-1-enyl ester [ No CAS ]
  • 24
  • [ 195314-47-7 ]
  • [ 796966-67-1 ]
YieldReaction ConditionsOperation in experiment
85% (2) After treating 48.93 g of the product thus obtained in the same manner as described in Reference example 1 (2), the resulting material was evaporated under reduced pressure to give 50.583 g of (2-bromo-4-methoxyphenoxy)methoxymethane (yield: 85%, boiling point: 100 C. (2 mmHg), colorless oily product).
  • 26
  • [ 121-43-7 ]
  • [ 195314-47-7 ]
  • C11H17BO5 [ No CAS ]
  • 33
  • [ 195314-47-7 ]
  • C8(14)CH10O3 [ No CAS ]
  • 34
  • [ 195314-47-7 ]
  • C19(14)CH21FN2O4 [ No CAS ]
  • 39
  • [ 51-90-1 ]
  • [ 195314-47-7 ]
  • [ 1444004-63-0 ]
  • 40
  • [ 195314-47-7 ]
  • C15H12F3NO2 [ No CAS ]
  • 41
  • [ 1195-66-0 ]
  • [ 195314-47-7 ]
  • [ 937591-48-5 ]
  • 42
  • [ 195314-47-7 ]
  • N-(3,4-dimethoxyphenethyl)-N-(5-methoxy-2-(methoxymethoxy)phenyl)acetamide [ No CAS ]
  • 43
  • [ 195314-47-7 ]
  • N-(3,4-dimethoxyphenethyl)-N-(2-hydroxy-5-methoxyphenyl)acetamide [ No CAS ]
  • 44
  • [ 195314-47-7 ]
  • 2'-acetyl-3,6',7'-trimethoxy-3',4'-dihydro-2'H-spiro[cyclohexane-1,1'-isoquinoline]-2,4-dien-6-one [ No CAS ]
  • 45
  • [ 195314-47-7 ]
  • 2,11,12-trimethoxy-8,9-dihydro-6H-indolo[7a,1-a]isoquinolin-6-one [ No CAS ]
  • 46
  • [ 195314-47-7 ]
  • [ 81796-94-3 ]
  • 47
  • [ 120-20-7 ]
  • [ 195314-47-7 ]
  • N-(3,4-dimethoxyphenethyl)-5-methoxy-2-methoxymethoxybenzeneamine [ No CAS ]
  • 48
  • [ 195314-47-7 ]
  • 2-(2-iodo-3-methoxy-5-methylphenethyl)-4,8-dimethoxy-5-(methoxymethoxy)naphthalen-1-ol [ No CAS ]
  • 49
  • [ 195314-47-7 ]
  • 2-(2-iodo-3-methoxy-5-methylphenethyl)-8-methoxy-5-(methoxymethoxy)naphthalene-1,4-dione [ No CAS ]
  • 50
  • [ 195314-47-7 ]
  • 2-(2-iodo-3-methoxy-5-methylphenethyl)-8-methoxy-5-(methoxymethoxy)-naphthalene-1,4-diyl bis(benzylcarbonate) [ No CAS ]
  • 51
  • [ 195314-47-7 ]
  • 1,8-dimethoxy-11-(methoxymethoxy)-3-methyl-5,6-dihydrobenz[a]anthracene-7,12-diyl bis(benzylcarbonate) [ No CAS ]
  • 52
  • [ 195314-47-7 ]
  • 1,8-dimethoxy-11-methoxymethoxy-3-methyl-5,6-dihydrobenz[a]anthracene-7,12-dione [ No CAS ]
  • 53
  • [ 195314-47-7 ]
  • 11-trifluoromethylsulfonyl-1,8-dimethoxy-3-methyl-5,6-dihydrobenz[a]anthracene-7,12-dione [ No CAS ]
  • 54
  • [ 195314-47-7 ]
  • 1,8-dimethoxy-3-methyl-5,6-dihydrobenz[a]anthracene-7,12-dione [ No CAS ]
  • 55
  • [ 195314-47-7 ]
  • [ 7414-94-0 ]
  • 56
  • [ 195314-47-7 ]
  • [ 7414-92-8 ]
  • 57
  • [ 199620-14-9 ]
  • [ 195314-47-7 ]
  • C16H14CrO9 [ No CAS ]
  • 58
  • [ 108894-99-1 ]
  • [ 195314-47-7 ]
  • O-(methoxymethyl)-2-(2,4,6-tri-isopropylphenyl)-4-methoxyphenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% With bis(triphenylphosphine)nickel(II) chloride; In diethyl ether; for 18h;Inert atmosphere; Schlenk technique; Reflux; Under argon atmosphere, in a flame-dried round-bottomflask, a 0.71 M solution of 2,4,6-tri-isopropylphenylmagnesiumbromide (11.5 mL, 8.2 mmol, 1.1 equiv.) in Et2O and NiCl2(PPh3)2(470 mg, 0.82 mmol, 11 mol%) were added to a solution of the bromoarene1 (1.74 g, 7.05 mmol, 1.0 equiv.) in Et2O. The reactionflask was equipped with a condenser and the mixture was refluxedfor 18 h. The reaction was then cooled to 5 C and carefully hydrolyzedwith a 1N aqueous HCl solution (9 mL). The mixture was furtherdiluted in 1N HCl (200 mL) and extracted with Et2O(3 100 mL). The combined organic phase was dried over Na2SO4,filtrated and the volatiles were removed under reduced pressure.The remaining residue was purified by column chromatographyon silica gel (Eluent: c-Hex / EtOAc; 95:5 then 9:1/v:v) to affordcompound 3 as a white solid. Yield: 59%. 1H NMR (CDCl3,400 MHz): o (ppm) = 7.17 (d, J = 9.0 Hz, 1H), 7.04 (s, 2H), 6.84(dd, J = 9.0 Hz, J = 3.1 Hz, 1H), 6.65 (d, J = 3.1 Hz, 1H), 4.97 (s, 2H),3.76 (s, 3H), 3.32 (s, 3H), 2.94 (hept, J = 6.9 Hz, 1H), 2.60 (hept,J = 6.9 Hz, 2H), 1.31 (d, J = 6.9 Hz, 6H), 1.11 (d, J = 6.9 Hz, 6H),1.08 (d, J = 6.9 Hz, 6H); 13C NMR (CDCl3, 100 MHz): o (ppm) =154.2, 149.6, 147.9, 146.8, 133.1, 131.4, 120.6, 117.2, 115.9,113.2, 95.2, 55.8, 55.7, 34.3, 30.7, 24.8, 24.2, 23.9. MS (ESI):m/z = 393 [M + Na]+. IR: m(cm1) = 2956, 2930, 2864, 1491, 1455,1204, 1186, 1153, 1040, 1016, 1004. Elem. Anal. calcd forC24H34O3, 0.25 H2O: C, 76.86; H, 9.27. Found C, 76.73; H, 9.40.
  • 59
  • [ 32316-92-0 ]
  • [ 195314-47-7 ]
  • O-(methoxymethyl)-4-methoxy-2-(naphth-2-yl)phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; water; for 24h;Inert atmosphere; Schlenk technique; Reflux; Under argon, compound 1 (4.79 g, 19.38 mmol, 1.0 equiv.), 2-naphthaleneboronicacid (4.0 g, 23.26 mmol, 1.2 equiv.), Na2CO3 (7.69 g,77.52 mmol, 4.0 equiv.), argon-flushed DME (113 mL) and argonflushedH2O (39 mL) were introduced in a round-bottom flaskcontaining a stirring bar. The resulting suspension was stirreddegassed three times and Pd(PPh3)4 was added (1.12 g, 0.97 mmol,5 mol%). The flask was equipped with a condenser and the reactionwas stirred at reflux for 24 h. After cooling to rt, the suspension ispoured into water (300 mL) and the mixture is extracted withEtOAc (2 300 mL). The combined organic phase is washed withbrine, dried over Na2SO4 and concentrated under reduced pressure.Purification by column chromatography on silica gel (Eluent:c-Hex/EtOAc; 95:5 then 9:1/v:v) afforded 4 as a white solid. Yield:89%. 1H NMR (CDCl3, 400 MHz): o (ppm) = 8.00 (s, 1H), 7.91-7.89(m, 3H), 7.72 (d, J = 8.4 Hz, 1H), 7.54-7.49 (m, 2H), 7.21 (d,J = 8.9 Hz, 1H), 7.03 (d, J = 3.2 Hz, 2H), 6.90 (dd, J = 8.9 Hz,J = 3.2 Hz, 1H), 5.02 (s, 2H), 3.85 (s, 3H), 3.36 (s, 3H); 13C NMR(CDCl3, 100 MHz): o (ppm) = 155.1, 148.6, 136.3, 133.5, 133.4,132.6, 128.3, 128.2, 128.0, 127.7, 127.4, 126.2, 126.1, 118.2,116.7, 96.3, 56.2, 55.9. MS (ESI): m/z = 295 [M + H]+, 317 [M+ Na]+. IR: m(cm1) = 2989, 2953, 2926, 2894, 2822, 1599, 1494,1470, 1404, 1297, 1192, 1147, 1073, 1040, 995, 866, 827. Elem.Anal. calcd for C19H18O3, 0.125 H2O: C, 76.94; H, 6.20. Found C,76.97; H, 6.22.
  • 60
  • [ 195314-47-7 ]
  • 5-methoxy-2',4',6'-trimethyl-[1,1'-biphenyl]-2-ol [ No CAS ]
  • 61
  • [ 195314-47-7 ]
  • 4-methoxy-2-(2,4,6-tri-isopropylphenyl)phenol [ No CAS ]
  • 62
  • [ 195314-47-7 ]
  • 4-methoxy-2-(naphth-2-yl)phenol [ No CAS ]
  • 63
  • [ 195314-47-7 ]
  • C29H31N3O2 [ No CAS ]
  • 64
  • [ 195314-47-7 ]
  • C35H43N3O2 [ No CAS ]
  • 65
  • [ 195314-47-7 ]
  • C30H27N3O2 [ No CAS ]
  • 66
  • [ 2633-66-1 ]
  • [ 195314-47-7 ]
  • O-(methoxymethyl)-2-mesityl-4-methoxyphenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With bis(triphenylphosphine)nickel(II) chloride; In diethyl ether; for 18h;Inert atmosphere; Schlenk technique; Reflux; Underargon atmosphere, in a flame-dried round-bottom flask, a1.095 M solution of mesitylmagnesium bromide (8 mL, 8.8 mmol,1.1 equiv.) in Et2O and NiCl2(PPh3)2 (544 mg, 0.82 mmol, 11 mol%) were added to a solution of the bromoarene 1 (2.0 g, 8.09 mmol,1.0 equiv.) in Et2O. The reaction flask was equipped with a condenserand the mixture was refluxed for 18 h. The reaction wasthen cooled to 5 C and carefully hydrolyzed with a 1N aqueousHCl solution (9 mL). The mixture was further diluted in 1N HCl(240 mL) and extracted with Et2O (3 120 mL). The combinedorganic phase was dried over Na2SO4, filtrated and the volatileswere removed under reduced pressure. The remaining residuewas purified by column chromatography on silica gel (Eluent:c-Hex/EtOAc; 95:5 then 9:1/v:v) to afford compound 2 as a yellow oil. Yield: 56%. 1H NMR (CDCl3, 300 MHz): o (ppm) = 7.17 (d,J = 8.9 Hz, 1H), 6.96 (s, 2H), 6.87 (dd, J = 8.9 Hz, J = 3.2 Hz, 1H),6.64 (d, J = 3.2 Hz, 1H), 4.97 (s, 2H), 3.79 (s, 3H), 3.31 (s, 3H), 2.36(s, 3H), 2.07 (s, 6H); 13C NMR (CDCl3, 75 MHz): o (ppm) = 154.9,148.7, 136.7, 136.5, 135.4, 132.1, 128.0, 126.0, 117.3, 116.4,113.3, 95.6, 55.8, 55.7, 21.2, 20.5. MS (ESI): m/z = 287 [M + H]+,309 [M + Na]+. IR: m(cm1) = 2996, 2950, 2917, 2832, 1613, 1479,1398, 1217, 1192, 1077, 1001. Elem. Anal. calcd for C18H22O3, 0.5EtOAc: C, 72.70; H, 7.93. Found C, 72.51; H, 7.94.
  • 67
  • [ 195314-47-7 ]
  • 4-methoxy-2-(pyridin-4-yl)phenol [ No CAS ]
  • 68
  • [ 195314-47-7 ]
  • 9-methoxy-5H-chromeno[3,4-c]pyridin-5-one [ No CAS ]
  • 69
  • [ 1692-15-5 ]
  • [ 195314-47-7 ]
  • C14H15NO3 [ No CAS ]
  • 70
  • [ 60011-16-7 ]
  • [ 195314-47-7 ]
  • C13H20O4S [ No CAS ]
  • 71
  • [ 195314-47-7 ]
  • (S)-2-(tert-butylsulfinyl)-4-methoxyphenol [ No CAS ]
  • 72
  • [ 195314-47-7 ]
  • 2-((S)-tert-butylsulfinyl)-4-methoxyphenyl ethyl phenylphosphonate [ No CAS ]
  • 2-((S)-tert-butylsulfinyl)-4-methoxyphenyl ethyl phenylphosphonate [ No CAS ]
  • 73
  • [ 195314-47-7 ]
  • 2-iodo-4-methoxy-1-(methoxymethoxy)benzene [ No CAS ]
  • 74
  • [ 195314-47-7 ]
  • [ 312534-71-7 ]
  • 75
  • [ 195314-47-7 ]
  • (−)-4-methoxy-2-[(2-[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)ethynyl]phenol [ No CAS ]
  • 76
  • [ 195314-47-7 ]
  • (−)-4-methoxy-1-[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}-2-[(2-[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]-oxy}phenyl)ethynyl]benzene [ No CAS ]
  • 77
  • [ 4253-89-8 ]
  • [ 195314-47-7 ]
  • 4-methoxy-1-(methoxymethoxy)-2-(propan-2-ylsulfanyl)benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% Stage #1: 2-bromo-4-methoxy-1-(methoxymethoxy)-benzene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 1h; Inert atmosphere; Stage #2: diisopropyl sulfide In diethyl ether; pentane at 20℃; for 1h; Inert atmosphere; 2.4 General procedure for introduction of sulfideinto an aromatic ring (method A) General procedure: A flask was charged with aryl bromide and evacuatedand backfilled Ar gas. Aryl bromide was diluted withdry Et2O and cooled to - 78 °C. The solution wasadded dropwise t-BuLi and allowed to stir at - 78 °Cfor 1 h. Then, disulfide was added dropwise and thereaction mixture was allowed to stir at room temperaturefor 1 h. The reaction mixture was extracted withEt2O (25 mL x 2) and washed brine, dried overNa2SO4 and concentrated by evaporation. The residuewas purified by column chromatography on silica gelor recrystallization.
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