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[ CAS No. 36716-01-5 ] {[proInfo.proName]}

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Chemical Structure| 36716-01-5
Chemical Structure| 36716-01-5
Structure of 36716-01-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 36716-01-5 ]

CAS No. :36716-01-5 MDL No. :MFCD00022992
Formula : C16H11BrO3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :331.16 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 36716-01-5 ]

* 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 [ 36716-01-5 ]

[ 36716-01-5 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 120-57-0 ]
  • [ 99-90-1 ]
  • [ 36716-01-5 ]
YieldReaction ConditionsOperation in experiment
95% With potassium hydroxide In methanol; water at 20℃; for 3h; General procedure for synthesis of chalcones 1a-e General procedure: To a stirred solution of an acetophenone (1 mmol) and a benzaldehyde (1 mmol) (Scheme 1) in MeOH (30 mL) was added an aqueous solutions of KOH 50% w/v (5 mL) and the reaction mixturewas stirred for 3 h at room temperature. The solid was filtratedand carefully washed with cold water and MeOH. The resultingchalcones were purified by recrystallization from MeOH.
95% With sodium hydroxide In water at 20℃; Cooling with ice; Synthesis of (E)-chalcones 1a-j General procedure: Into a 25 mL flask was added ethanol (1 mL), acetophenone (1 mmol) and a solution of NaOH (507 mg) in H2O (450 μL). The reaction mixture was placed in an ice bath, and benzaldehyde was slowly added (102 μL, 1 mmol). The mixture was stirred for 2 to 6 h at room temperature and then neutralized with aqueous solution of NH4Cl (5 mL), extracted with AcOEt (3 x 30 mL). The organic phase was dried over Na2SO4 and then concentrated under vacuum.
93% With sodium hydroxide In neat (no solvent) at 20℃; for 0.05 - 0.1h; Milling; Green chemistry; 2.1.1. Synthesis of Piperonal Chalcones General procedure: A mixture of Piperonal (0.005 mol), substituted acetophenone (0.005 mol) and solid pellet of NaOH (0.005 mol) 200mg was ground thoroughly with a pestle in an open mortarat room temperature for 5-7 minutes. The completion ofthe reaction was monitored by TLC using n-hexane-ethylacetate (2:1) as eluent. On completion of the grinding as monitored by TLC, the obtained solid mixture was washed with water and recrystallized from ethanol.
76% With potassium hydroxide In methanol at 20℃; for 24h;
With potassium hydroxide In methanol at 20℃; for 24h;

  • 2
  • [ 94839-07-3 ]
  • [ 36716-01-5 ]
  • [ 1374855-15-8 ]
YieldReaction ConditionsOperation in experiment
91% With potassium fluoride; palladium diacetate; In PEG-400; ethanol; at 110℃; for 0.5h;Microwave irradiation; General procedure: Chalcone 1a (50.0 mg, 0.151 mmol), phenylboronic acid (27.6 mg, 0.226 mmol), KF (26.2 mg, 0.453 mmol), Pd(OAc)2 (3.4 mg, 10 mol %), PEG-400 (3 mL), and ethanol (1mL) were placed in a glass tube and irradiated during 0.5 h in a CEM Discovery focused microwave oven at 110 oC.Then, the crude was filtered through a sintered glass plate funnel containing a pad of silica gel with ethyl acetate (25 mL). The organic phase was washed with water (2 x 10 mL) and brine (2 x 10mL).The product was purified by recrystallization from EtOH.
  • 3
  • [ 36716-01-5 ]
  • [ 139911-27-6 ]
  • [ 1374855-14-7 ]
YieldReaction ConditionsOperation in experiment
94% With potassium fluoride; palladium diacetate; In PEG-400; ethanol; at 110℃; for 0.5h;Microwave irradiation; General procedure: Chalcone 1a (50.0 mg, 0.151 mmol), phenylboronic acid (27.6 mg, 0.226 mmol), KF (26.2 mg, 0.453 mmol), Pd(OAc)2 (3.4 mg, 10 mol %), PEG-400 (3 mL), and ethanol (1mL) were placed in a glass tube and irradiated during 0.5 h in a CEM Discovery focused microwave oven at 110 oC.Then, the crude was filtered through a sintered glass plate funnel containing a pad of silica gel with ethyl acetate (25 mL). The organic phase was washed with water (2 x 10 mL) and brine (2 x 10mL).The product was purified by recrystallization from EtOH.
  • 4
  • [ 2510-03-4 ]
  • [ 36716-01-5 ]
  • 2-((S)-2-((R)-1-(benzo[d][1,3]dioxol-4-yl)-3-(4-bromophenyl)-3-oxopropyl)-3,4-dihydronaphthalen-1(2H)-ylidene)malononitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% Stage #1: (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(4-bromophenyl)prop-2-en-1-one With 9-amino-9-deoxy-epiquinine In 2-methyltetrahydrofuran at 20℃; for 0.5h; Green chemistry; Stage #2: 1,2,3,4-tetrahydro-1-naphthylidene malononitrile In 2-methyltetrahydrofuran at 20℃; for 0.25h; Green chemistry; Stage #3: With trifluoroacetic acid In 2-methyltetrahydrofuran at 20℃; for 96h; Green chemistry; stereoselective reaction; 14 4.3. Synthesis of Michael adducts 4a-x General procedure: In a 10 mL vial was added catalyst 3a (24 mg, 0.075 mmol), chalcone 1a (104 mg, 0.5 mmol) and 2-MeTHF (2.5 mL). This mixture was stirred for 30 min and then added α,α-dicyanoolefin 2a (146 mg, 0.75 mmol). After 15 min, TFA (5.74 μL, 0.075 mmol) was added and the reaction mixture was stirred for 4 days at room temperature.
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