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[ CAS No. 4279-81-6 ] {[proInfo.proName]}

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Chemical Structure| 4279-81-6
Chemical Structure| 4279-81-6
Structure of 4279-81-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 4279-81-6 ]

CAS No. :4279-81-6 MDL No. :MFCD20483908
Formula : C15H14O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 210.27 Pubchem ID :-
Synonyms :

Safety of [ 4279-81-6 ]

Signal Word: Class:N/A
Precautionary Statements: UN#:N/A
Hazard Statements: Packing Group:N/A

Application In Synthesis of [ 4279-81-6 ]

* 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 [ 4279-81-6 ]

[ 4279-81-6 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 530-48-3 ]
  • [ 201230-82-2 ]
  • [ 612-00-0 ]
  • [ 4279-81-6 ]
  • [ 20017-67-8 ]
  • 2
  • [ 623-72-3 ]
  • [ 4279-81-6 ]
  • 3-Hydroxy-2-hydroxymethyl-5,5-diphenyl-pentanoic acid ethyl ester [ No CAS ]
  • 3
  • [ 20017-67-8 ]
  • [ 530-48-3 ]
  • [ 612-00-0 ]
  • [ 4279-81-6 ]
  • 5
  • [ 530-48-3 ]
  • [ 201230-82-2 ]
  • [ 612-00-0 ]
  • [ 4279-81-6 ]
  • [ 22875-82-7 ]
YieldReaction ConditionsOperation in experiment
With carbonylhydridetris(triphenylphosphine)rhodium(I); hydrogen In benzene at 120℃; for 48h; Yield given. Yields of byproduct given;
  • 6
  • [ 20017-67-8 ]
  • [ 4279-81-6 ]
YieldReaction ConditionsOperation in experiment
96% With Dess-Martin periodane; In dichloromethane; at 0℃; for 1.5h; 4.69 mL (23.55 mmol, 1 eq) of 3,3-diphenyl-l-propanol are dissolved in 100 mL of CH2Cl2 under Ar. 10.5 g (24.73 mmol, 1.05 eq) of Dess Martin Periodinane are added and the solution is stirred for 1 hour 30 min at 0 C. 100 mL of 2 M sodium hydroxide and 100 mL of CH2Cl2 are added. The organic phase is washed with 2 M sodium hydroxide (twice), with water (twice), dried over MgSO4, filtered and concentrated. The crude reaction product is subjected to chromatography over silica gel (eluant: 5/1 heptane/ AcOEt). An oil which crystallises in the form of a white product is recovered (4.76 g, yield = 96%).
96% 4.69 mL (23.55 mmol, 1 eq.) of <strong>[20017-67-8]3,3-diphenylpropanol</strong> are dissolved in 100 mL of CH2Cl2 under argon. 10.5 g (24.73 mmol, 1.05 eq.) of Dess Martin Periodinane (1,1,1- triacetoxy-l,l-dihydro-l,2-benziodoxol-3(lH)-one) are added to the mixture and the solution is stirred for 1 hour 30 min. at 0 C. 100 mL of 2 M sodium hydroxide and 100 mL of CH2Cl2 are then added. The organic phase is washed with 2 M sodium hydroxide (twice), with water (twice), dried over MgSO4, filtered and concentrated. The crude reaction product is subjected to chromatography over silica gel (eluent: 5/1 heptane/ AcOEt). An oil which crystallises in the form of a white product is recovered (4.76 g, yield = 96 %).
65% With Dess-Martin periodane; In dichloromethane; at 0℃; for 1h;Inert atmosphere; <strong>[20017-67-8]3,3-diphenylpropanol</strong> (2.5 g, 11.8 mmol) was dissolved in dichloromethane (50 mL) under anitrogen atmosphere. The solution was cooled to 0 C and Dess-Martin periodinane was added (5.2g, 12.4 mmol) was added. The reaction mixture was stirred 1 h at 0 C and then diluted withdichloromethane up to 100 mL. The organic phase was washed with 2M NaOH (2 × 50 mL), water(50 mL), brine (50 mL), dried over anhydrous Na2SO4, and evaporated in vacuo. Purification byflash chromatography (gradient petroleum ether 40-60 C/EtOAc, gradient 0%-5% EtOAc)afforded 27 (1.6 g, 65%) as white amorphous solid
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; for 4h;Reflux; 3,3-Diphenyl-1-propanol (600 muL, 3 mmol) was dissolved in ethyl acetate (30 mL) and 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide ( IBX) (1.25 g, 4.5 mmol) was added. The mixture was stirred under reflux conditions for 4 h (TLC monitoring). The crude reaction mixture was cooled to room temperature and filtered. The filtrate was washed with a 5% KHCO3 solution (2 x 70 mL) and saturated NaCl solution (2 x 70 mL), dried over MgSO4 andconcentrated to yield 617 mg of 3,3-diphenylpropanal[1] (98%). This crude material was used without further purification.

  • 7
  • [ 530-48-3 ]
  • [ 201230-82-2 ]
  • [ 612-00-0 ]
  • [ 4279-81-6 ]
YieldReaction ConditionsOperation in experiment
1: 69% 2: 5% With hydrogen In water; toluene at 100℃; for 48h;
  • 8
  • [ 79-37-8 ]
  • [ 60-29-7 ]
  • [ 20017-67-8 ]
  • [ 4279-81-6 ]
YieldReaction ConditionsOperation in experiment
100% With dimethyl sulfoxide; triethylamine; In dichloromethane; A. b-Phenylbenzenepropanal To a solution of oxalyl chloride (2.0M in dichloromethane, 1.53 mL, 30.7 mmol) in dichloromethane (100 mL) was added dropwise a solution of dimethyl sulfoxide (4.35 mL, 61.4 mmol) in dichloromethane (9 mL) at -70 C. After addition, the reaction was stirred at -70 C. for 30 minutes, then a solution of <strong>[20017-67-8]3,3-diphenyl-1-propanol</strong> (5.0 g, 23.6 mmol) in dichloromethane (10 mL) was added dropwise. The reaction was stirred at -70 C. for 1 hour. Triethylamine (27 mL, 141 mmol) was added and the reaction mixture was warmed to room temperature. Ethyl ether (300 mL) was added to dilute the reaction, the organic layer was washed with water (2*100 mL), 1N HCl (2*100 mL), saturated sodium bicarbonate solution (2*100 mL), brine (2*100 mL) and dried over MgSO4. Evaporation gave compound A (5.0 g, 100%) as a yellowish oil.
  • 9
  • [ 4279-81-6 ]
  • [ 50919-08-9 ]
  • N-(3,3-diphenylpropyl)-1-(3,4-dimethoxyphenyl)ethylamine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium borohydrid In ethanol; water 5 2-(3,4-Dimethoxyphenyl)-6,6-diphenyl-3-azahexane hydrochloride EXAMPLE 5 2-(3,4-Dimethoxyphenyl)-6,6-diphenyl-3-azahexane hydrochloride A solution of 21.0 g of 3,3-diphenylpropionaldehyde [J. Med. Chem. 7, 623 (1964)] and 18.1 g of 1-amino-1-(3,4-dimethoxyphenyl)-ethane in 180 ml of ethanol is boiled for 40 minutes, then, after adding 2 ml of water, is reacted with 4 g of sodium borohydride at 30°-35° C. for 30 minutes. After evaporation of the ethanol, the residue is treated with water, extracted with chloroform and the chloroform solution is worked up as described in Example 1(b) to give 30.0 g of the title compound, m.p.: 171°-173° C. (after recrystallization from aqueous ethanol).
  • 10
  • [ 2038-03-1 ]
  • [ 4279-81-6 ]
  • [ 913686-05-2 ]
YieldReaction ConditionsOperation in experiment
81% With hydrogen In ethanol at 20℃; for 16h; III 200 mg (0.95 mmol, 1 eq.) of 3,3-diphenylpropionaldehyde are dissolved in 2 mL of EtOH and 187 μL (1.43 mmol, 1.5 eq.) of 4-(2-aminoethyl)morpholine are added to the medium under argon. Once 20 mg (0.09 mmol, 1 eq.) of 10 % PdVC have been added, the reaction is placed under H2, atmospheric pressure and the mixture is stirred for 16 hours at room temperature. The catalyst is removed by filtration over Celite. A saturated sodium bicarbonate solution is added and the aqueous phase is extracted with AcOEt. The organic phase is subsequently washed with brine, dried over MgSO4, filtered and concentrated. The crude reaction product is subjected to chromatography over alumina (eluent: 1/1 heptane/CH2Cl2) to give 251 mg of amine (yield = 81 %).
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 25℃;
  • 11
  • [ 4279-81-6 ]
  • [ 90950-09-7 ]
  • [ 1101174-18-8 ]
YieldReaction ConditionsOperation in experiment
With sodium tris(acetoxy)borohydride; triethylamine In dichloromethane at 20℃; 48.1 3,3-diphenylpropanal (0.2 g, 0.95 mmol) was dissolved in 5 mL of drydichloromethane. To this solution was added ethyl 4-aminocyclohexanecarboxylate hydrochloride (2, 0.266g, 1.3 mmol), triethylamine (0.19 mL, 1.3 mmol), and sodium triacetoxyborohydride (0.200 g, 1.2 mmol). The reaction mixture was stirred at room temperature overnight. The mixture was partitioned between water and dichloromethane. The organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to give the crude product 161 as a clear oil.
  • 12
  • [ 4279-81-6 ]
  • [ 52516-13-9 ]
  • [ 79-08-3 ]
  • [ 146982-24-3 ]
  • [ 1415247-30-1 ]
  • 13
  • [ 4279-81-6 ]
  • [ 52516-13-9 ]
  • [ 79-08-3 ]
  • [ 177609-12-0 ]
  • [ 1415247-28-7 ]
  • 14
  • [ 4279-81-6 ]
  • [ 52516-13-9 ]
  • [ 79-08-3 ]
  • [ 144120-53-6 ]
  • C38H36Cl4N4O4 [ No CAS ]
  • 15
  • [ 4279-81-6 ]
  • [ 204246-17-3 ]
  • [ 52516-13-9 ]
  • [ 79-08-3 ]
  • C38H36Cl4N4O4 [ No CAS ]
  • 16
  • [ 110-89-4 ]
  • [ 530-48-3 ]
  • [ 201230-82-2 ]
  • [ 2591-86-8 ]
  • [ 612-00-0 ]
  • [ 4279-81-6 ]
  • [ 3540-95-2 ]
YieldReaction ConditionsOperation in experiment
1: 13.1%Chromat. 2: 10.6%Chromat. 3: 10.2%Chromat. 4: 47% With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; C64H38F16P4; hydrogen In toluene at 125℃; for 60h; Autoclave;
1: 44.1%Chromat. 2: 23.5%Chromat. 3: 11.8 %Chromat. 4: 7% With (biphenyl-2,2’,6,6’-tetramethanediyl)tetrakis(diphenylphosphane); bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen In toluene at 125℃; for 60h; Autoclave;
  • 17
  • [ 110-89-4 ]
  • [ 530-48-3 ]
  • [ 201230-82-2 ]
  • [ 612-00-0 ]
  • [ 4279-81-6 ]
  • [ 3540-95-2 ]
YieldReaction ConditionsOperation in experiment
1: 11.7%Chromat. 2: 6.7%Chromat. 3: 81% With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In toluene at 125℃; for 60h; Autoclave;
1: 40.2%Chromat. 2: 22.4%Chromat. 3: 29% With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 125℃; for 60h; Autoclave;
  • 18
  • [ 4279-81-6 ]
  • [ 530-48-3 ]
  • [ 612-00-0 ]
YieldReaction ConditionsOperation in experiment
1: 78% 2: 6% With 5 mol% Pd/C In cyclohexane at 130℃; for 24h; Inert atmosphere; Molecular sieve; Sealed tube; Decarbonylation of 3-phenylpropanal to ethylbenzene (2a) [CAS Reg. No. 100-41-4] General procedure: Dry glass reaction tube purged with argon and equipped with a magnetic stir bar was chargedwith molecular sieves (3-4 Å, 100 mg), aldehyde 1a (50 μL, 0.38 mmol), Pd/C (20 mg, 5 mol%Pd), and cyclohexane (1 mL) and the sealed tube was heated at 130 °C for 24 h. The reaction mixture was cooled to room temperature, filtered through a pad of Celite, and washed withCH2Cl2 (15 - 20 mL). Compound 2a was obtained, GC-MS yield: 67%, based on naphthalene asa standard.
1: 71% 2: 9% With palladium 10% on activated carbon; oxygen; sodium carbonate In isopropyl alcohol at 120℃; for 24h; regioselective reaction;
  • 19
  • [ 504-31-4 ]
  • [ 100-58-3 ]
  • [ 4279-81-6 ]
YieldReaction ConditionsOperation in experiment
21% With cobalt(II) trifluoromethanesulfonate In diethyl ether at 0℃; for 1.5h; Inert atmosphere;
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