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Chemical Structure| 3062-64-4 Chemical Structure| 3062-64-4

Structure of 3062-64-4

Chemical Structure| 3062-64-4

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Product Details of [ 3062-64-4 ]

CAS No. :3062-64-4
Formula : C17H25ClO2
M.W : 296.83
SMILES Code : O=C(Cl)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1
English Name :3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propanoyl chloride
MDL No. :MFCD11226320

Safety of [ 3062-64-4 ]

Application In Synthesis of [ 3062-64-4 ]

* 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 [ 3062-64-4 ]

[ 3062-64-4 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 3062-64-4 ]
  • [ 34249-71-3 ]
YieldReaction ConditionsOperation in experiment
28.6 g With ammonium hydroxide In tetrahydrofuran at 0℃; for 0.25h;
  • 2
  • [ 15233-47-3 ]
  • [ 3062-64-4 ]
  • [ 1783885-11-9 ]
YieldReaction ConditionsOperation in experiment
1.5 g With triethylamine In toluene at 111℃; for 5h; Inert atmosphere; 13 Example 13: Synthesis of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-(l -methyl- heptyl)-N-(4-phenylamino-phenyl)-propionamide using 3-(3,5-Di-tert-butyl-4-hydroxy- phenyl)-propionyl chloride Example 13: Synthesis of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-(l -methyl- heptyl)-N-(4-phenylamino-phenyl)-propionamide using 3-(3,5-Di-tert-butyl-4-hydroxy- phenyl)-propionyl chloride In a 100 ml of 3-neck round bottom flask, 1.0g of N-(l -Methyl-heptyl)-N'-phenyl- benzene- 1 ,4-diamine was dissolved in 20 ml of anhydrous toluene under argon atmosphere. 0.75 ml of triethyl amine was added drop wise. 1.4 g of 3-(3,5-Di-tert-butyl-4-hydroxy- phenyl)-propionyl chloride was dissolved in 20 ml of anhydrous toluene and was transferred drop wise to the round bottom flask containing N-(l-Methyl-heptyl)-N'-phenyl-benzene- 1 ,4- diamine under argon atmosphere. Reactants were heated to reflux temperature of toluene (1 1 1°C). The reaction was completed in 5 hours. The crude product thus obtained was purified by washing with cold hexane to get 1.5g of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)- N-(l -methyl-heptyl)-N-(4-phenylamino-phenyl)-propionamide. The structure was confirmed by 500 MHz 1H NMR with peaks appearing at 0.91 (m), 1.3 - 1.41 (m), 1.44 (s), 1.61 (m), 2.3 (t), 2.85 (t), 3.88 (m), 6.81 (m), 6.86 (s), 7.01 (m), 7.13-7.15 (m), 7.32-7.35 (m) ppm.
  • 3
  • [ 793-24-8 ]
  • [ 3062-64-4 ]
  • [ 1783885-08-4 ]
YieldReaction ConditionsOperation in experiment
1.5 g With triethylamine In toluene at 111℃; for 5h; Inert atmosphere; 2 Example 2: Synthesis of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-(l,3-dimethyl- butyl)-N-(4-phenylamino-phenyl)-propionamide using 3-(3,5-Di-tert-butyl-4-hydroxy- phenyl)-propionyl chloride Example 2: Synthesis of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-(l,3-dimethyl- butyl)-N-(4-phenylamino-phenyl)-propionamide using 3-(3,5-Di-tert-butyl-4-hydroxy- phenyl)-propionyl chloride In a 100 ml of 3-neck round bottom flask, 1.0g of N-(l ,3-Dimethyl-butyl)-N'- phenyl-benzene-l ,4-diamine was dissolved in 20 ml of anhydrous toluene under argon atmosphere. 0.75 ml of triethyl amine was added drop wise. 1.4 g of 3-(3,5-Di-tert-butyl-4- hydroxy-phenyl)-propionyl chloride was dissolved in 20 ml of anhydrous toluene and was transferred drop wise to the round bottom flask containing N-(l ,3-Dimethyl-butyl)-N'- phenyl-benzene-l ,4-diamine under argon atmosphere. Reactants were heated to reflux temperature of toluene (1 1 1°C). The reaction was completed in 5 hours. The crude product thus obtained was purified by washing with cold hexane to get 1.5g of 3-(3,5-Di-tert-butyl-4- hydroxy-phenyl)-N-(l ,3-dimethyl-butyl)-N-(4-phenylamino-phenyl)-propionamide and the structure was confirmed by 500 MHz 1H NMR with peaks appearing at 0.9-1.1 (m), 1.42 (s), 1.61 (m), 1.94 (m), 2.28 (t), 2.83 (t), 3.89 (m), 6.83 (m), 6.88 (s), 7.03 (m), 7.13-7.15 (m), 7.32-7.35 (m) ppm.
  • 4
  • [ 101-72-4 ]
  • [ 3062-64-4 ]
  • [ 1783885-09-5 ]
YieldReaction ConditionsOperation in experiment
1.4 g With triethylamine In toluene at 111℃; for 5h; Inert atmosphere; 3 Example 3: Synthesis of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-isopropyl-N-(4- phenylamino-phenyl)-propionamide using 3-(3, 5-Di-tert-butyl-4-hydroxy-phenyl)-propionyl chloride Example 3: Synthesis of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-isopropyl-N-(4- phenylamino-phenyl)-propionamide using 3-(3, 5-Di-tert-butyl-4-hydroxy-phenyl)-propionyl chloride In a 100 ml of 3-neck round bottom flask, 1.0g of N-Isopropyl-N'-phenyl- benzene-l ,4-diamine is dissolved in 20 ml of anhydrous toluene under argon atmosphere. 0.75 ml of triethyl amine is added drop wise. 1.3 g of 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)- propionyl chloride is dissolved in 20 ml of anhydrous toluene and is transferred drop wise to the round bottom flask containing N-Isopropyl-N'-phenyl-benzene-l ,4-diamine. Reactants are heated to reflux temperature of toluene (1 1 1°C). The reaction is completed in 5 hours. The crude product thus obtained is purified by washing with cold hexane to get 1.4g of 3-(3,5-Di- tert-butyl-4-hydroxy-phenyl)-N-isopropyl-N-(4-phenylamino-phenyl)-propionamide.
  • 5
  • [ CAS Unavailable ]
  • [ 3062-64-4 ]
  • [ 23128-74-7 ]
YieldReaction ConditionsOperation in experiment
With dibutyltin dilaurate In toluene at 40℃; for 15h; Inert atmosphere; Synthesis of the aliphatic diamine bridgedhindered phenols General procedure: Aliphatic diamine was added totoluene and heated slowly to 25°C and stirred for10 min under the atmosphere of N2. Dibutyltindilaurate (2% of aliphatic diamine) and 3,5-propionylchloride (the molar ratio of 3,5-propionyl chloride toaliphatic diamine 4 : 1) were added to the above mixtureand heated slowly to 40°C. The reaction lasted for15 h. The solvent and by-product methanol wereremoved by rotary evaporation at 40°C. The residuewas stored at 25°C for 8 h and filtered off as whitesolid, washed three times with toluene (100 mL) anddried under vacuum for 24 h at 60°C. Four aliphaticdiamine bridged hindered phenols were synthesizedwith ethylenediamine, 1,4-butanediamine, 1,6-hexanediamine,and 1,8-diamineoctane as bridging groups,named C2-phenol, C4-phenol, C6-phenol (Irganox1098), and C8-phenol, respectively. Aliphatic diamine bridged hindered phenols. mp211.8-212.4 (C2-phenol), 205.1-205.6 (C4-phenol),161.2-162.0 (C6-phenol), and 156.0-162.1°C (C8-phenol).IR spectrum, ν, cm-1: 3500-3650, 1530, 1640, 1240,1390. 1H NMR spectrum of C2-phenol, δ, ppm: 5.08 s(2H, Ar-OH), 1.39-1.42 m [36H, C(CH3)3], 6.97-7.05m (4H, Ar-H), 3.36-3.41 m (4H, Ar-CH2), 2.83 s (4H,Ar-C-CH2), 7.32 t (2H, CONH), 2.42-2.46 t (4H,O=C-N-CH2-CH2-N-C=O). The spectral data forother synthesized aliphatic diamine bridged hinderedphenols were similar. The chemical shifts of protons ofthe bridging groups [O=C-N-C-(CH2)n-C-N-C=O]were in the range of 5.67-5.72. ESI-MS (m/z): 581.4[M + 1]+ (C2), 609.5 [M + 1]+ (C4), 637.5 [M + 1]+(C6), and 665.5 [M + 1]+ (C8).
  • 6
  • [ 86483-48-9 ]
  • [ 3062-64-4 ]
  • [ 2768986-19-0 ]
YieldReaction ConditionsOperation in experiment
46% With triethylamine In chloroform at 60℃; for 5h; 7-[4-(3,5-Di-tert-butyl-4-hydroxyphenyl)propanoylpiperazin-1-yl]-1-cyclopropyl-6-fl uoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (13). Triethylamine (0.5 mL) was added to a suspensionof propionyl chloride 12 (0.89 g, 3.0 mmol) and ciprofloxacin monohydrochloride 5 (1 g, 2.7 mmol) in chloroform(25 mL). The reaction mixture was stirred for 5 h at 60 °C andthen cooled to room temperature. The solution was concentratedin vacuo. The residue was washed with water, dried, washedtwo times with hexane, and again dried. The yield was 0.74 g(46%), m.p. 151-152 °C. 1H NMR (DMSO-d6), δ: 1.18-1.34(m, 4 H, H(4), H(5)); 1.38 (s, 18 H, CMe3); 2.60-2.68 (m, 2 H,H(8)); 2.7-2.79 (m, 2 H, H(9)); 3.19 (br.s, 2 H, H(6)); 3.28(br.s, 2 H, H(6)); 3.59 (br.s, 2 H, H(7)); 3.69 (br.s, 2 H, H(7));3.77-3.84 (m, 1 H, CH); 6.69 (s, 1 H, OH); 6.95 (s, 2 H, ArH);7.53 (d, 1 H, H(2), 4JHF = 7.0 Hz); 7.92 (d, 1 H, H(3),3JHF = 12.7 Hz); 8.67 (s, 1 H, H(1)); 15.2 (s, 1 H, OH). Found (%):C, 69.45; H, 6.78; N, 6.81. C34H42FN3O5. Calculated (%):C, 69.01; H, 7.15; N, 7.10. MALDI MS, m/z: 592 [M + H]+,614 [M + Na]+, 630 [M + K]+.
  • 7
  • [ 20170-32-5 ]
  • [ 3062-64-4 ]
  • [ 2451-62-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-hydroxy-3,5-di-tert-butylphenylpropionic acid; teroxirone With tetramethylethylenediamine In tetrahydrofuran at 60℃; for 20h; Inert atmosphere; Stage #2: 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl chloride With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; 3.1; 3.3 (1) Pour 60 ml of tetrahydrofuran solvent into a beaker, add 4.18 g of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid and 1.49 g of triglycidyl isocyanurate, and sonicate for 10 min to completely dissolve them. Pour the dissolved solution into a 500 ml three-necked round-bottom flask, add 0.058 g of N,N,N′,N′-tetramethylethylenediamine, pass nitrogen atmosphere for protection, condense and reflux, stir at 500 r/min, heat to 60°C, and keep the temperature for reaction for 20 h. (3) Take 6 g of 3,5-di-tert-butyl-4-hydroxyphenylpropionyl chloride and dissolve it in 30 ml of N,N-dimethylformamide. Slowly add it to the three-necked flask in step (1) under an ice bath at 0°C. After reacting for ten minutes, move it to room temperature and add 0.8 g of triethylamine dropwise to react overnight. The reaction solution is extracted, washed, centrifuged and vacuum dried to obtain the target product.
 

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