1H-Indol-2-yl(p-tolyl) ketone synthesis

12synthesis methods

Product Name:1H-Indol-2-yl(p-tolyl) ketone
CAS Number:1026-21-7
Molecular formula:C16H13NO
Molecular Weight:235.28

1075-47-4
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2973-50-4 Synthesis

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1026-21-7
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Yield:1026-21-7 95.4%

Reaction Conditions:

with 1-(diphenylphosphino)ferrocene-1-(di-tert-butylphosphino)ferrocene;1-cyanopropyl-3-methylimidazolium tetrafluoroborate;1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine;tin(IV) iodide;cerium triflate in ethylene glycol at 100; for 8 h;Reagent/catalyst;

Steps:

2 Example 2

To the appropriate amount of organic solvent (mass ratio of 1: 4 1-cyanopropyl-3-methylimidazolium tetrafluoroborate mixed with ethylene glycolCompound)Add lOOmmo 1 on the formula (I) compound,200 mmo 1 The compound of formula (II)5mmo 1 catalyst (for lmmol 1 -Diphenylphosphino-1 '- (di-tert-butylphosphino) ferrocene 4 mmol tin iodide mixture),250 mmol of alkali 1,5,7_ tri-nitrogenHeterobicyclo [4.4.0] dec-5-ene (TBD)And 10 mmol of cerium triflate (Ce (OTf) 3), and then heated to 100 ° CAnd the reaction was stirred at this temperature for 8 hours;After completion of the reaction, deionized water was added to the reaction system and thoroughly shaken, washed, and then extracted with chloroform 2-3 times,The combined organic phases were washed again with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was passed over 300-400 meshSilica gel column chromatography eluting with a mixture of acetone and petroleum ether in a volume ratio of 1: 2 to give a compound of the above formula (III)The yield of the compound was 95.4%.

References:

CN105949109,2016,A Location in patent:Paragraph 0038-0041; 0054-0084