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Chemical Structure| 3133-01-5 Chemical Structure| 3133-01-5

Structure of 1-Tricosanol
CAS No.: 3133-01-5

Chemical Structure| 3133-01-5

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Product Details of [ 3133-01-5 ]

CAS No. :3133-01-5
Formula : C23H48O
M.W : 340.63
SMILES Code : CCCCCCCCCCCCCCCCCCCCCCCO
English Name :1-Tricosanol
MDL No. :MFCD00044484

Safety of [ 3133-01-5 ]

Application In Synthesis of [ 3133-01-5 ]

* 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 [ 3133-01-5 ]

[ 3133-01-5 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 3133-01-5 ]
  • [ 62127-54-2 ]
YieldReaction ConditionsOperation in experiment
With phosphorus; iodine at 180℃;
  • 2
  • [ 18281-07-7 ]
  • [ 3133-01-5 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In diethyl ether
  • 3
  • [ 3133-01-5 ]
  • [ 62108-44-5 ]
YieldReaction ConditionsOperation in experiment
With hydrogen bromide
90 % With hydrogen bromide In water at 100℃; 1-(Dimethylarsinyl)tricosane (As-HC 444). A solution of methyltricosanoate (1 g, 2.71 mmol) in tetrahydrofuran (10 mL) was slowly added to a suspension of LiAlH4 (0.26 g, 6.78 mmol) in tetrahydrofuran (50 mL) at 0 °C while stirring under nitrogen. The reaction mixture was stirred overnight at room temperature, re-chilled inan ice-bath and quenched sequentially with water (1 mL), aqueous sodium hydroxide (2 ml, 10% w/v), then more water (1 mL). The reaction mixture was filtered, and the solvent removed in vacuo. Recrystallisation from ethanol afforded the product as a white powder (95% yield, 0.87g, 2.58 mmol). Characterization data match with the reported data for this commercially available compound. Then, 1 g (2.94 mmol) of tricosanol was dispersed in 10 mL of HBr in water (47 % v/v) and reacted at 100 °C for 3 days. After the reaction, a solid precipitate was formed which was collected and dissolved in dichloromethane and washed thoroughly with aqueous NaHCO3 solution. Finally, it was passed through anhydrous Na2SO4, and the solvent was evaporated using a rotary evaporator to obtain a white solid (90 % yield, 1.07 g, 2.64 mmol). Characterization data match with the reported data for this compound. 1H NMR (CDCl3, 300 MHz): δ 0.89 (t, J = 6.9 Hz, 3H, -CH3), 1.2-1.5 (m, 40H, 20-CH2), 1.87 (m,2H, -CH2-CH2Br), 3.42 (t, J = 6.6 Hz, 2H, CH2Br). 13C{1H} NMR (CDCl3, 75 MHz): δ 14.1, 22.7, 28.1, 28.7, 29.3, 29.4, 29.5, 29.6, 29.7, 31.9, 32.8, 34.0.
  • 4
  • [ 2433-96-7 ]
  • [ 3133-01-5 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In diethyl ether
  • 5
  • [ 3133-01-5 ]
  • [ 104-24-5 ]
  • [ 106800-77-5 ]
YieldReaction ConditionsOperation in experiment
With pyridine Heating;
  • 6
  • [ 2433-97-8 ]
  • [ 3133-01-5 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating;
95 % With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; 1-(Dimethylarsinyl)tricosane (As-HC 444). A solution of methyltricosanoate (1 g, 2.71 mmol) in tetrahydrofuran (10 mL) was slowly added to a suspension of LiAlH4 (0.26 g, 6.78 mmol) in tetrahydrofuran (50 mL) at 0 °C while stirring under nitrogen. The reaction mixture was stirred overnight at room temperature, re-chilled inan ice-bath and quenched sequentially with water (1 mL), aqueous sodium hydroxide (2 ml, 10% w/v), then more water (1 mL). The reaction mixture was filtered, and the solvent removed in vacuo. Recrystallisation from ethanol afforded the product as a white powder (95% yield, 0.87g, 2.58 mmol). Characterization data match with the reported data for this commercially available compound.
YieldReaction ConditionsOperation in experiment
With ethanol; sodium
  • 8
  • [ 3133-01-5 ]
  • [ 72934-02-2 ]
YieldReaction ConditionsOperation in experiment
87% With 4 A molecular sieve; pyridinium chlorochromate In dichloromethane at 20℃; for 3h;
  • 9
  • [ 3133-01-5 ]
  • [ 55194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: 87 percent / PCC; molecular sieves 4 Angstroem / CH2Cl2 / 3 h / 20 °C 2.1: Mg / tetrahydrofuran 2.2: 87 percent / tetrahydrofuran / 2 h / 20 °C 3.1: 99 percent / pyridine / CH2Cl2 / 8 h / 20 °C 4.1: Super-hydride / tetrahydrofuran / 12 h / 20 °C 4.2: 362 mg / MCPBA / hexane / 12 h / 20 °C
  • 10
  • [ 3133-01-5 ]
  • [ 340006-20-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: 87 percent / PCC; molecular sieves 4 Angstroem / CH2Cl2 / 3 h / 20 °C 2.1: Mg / tetrahydrofuran 2.2: 83 percent / tetrahydrofuran / 2 h / 20 °C 3.1: 98 percent / pyridine / CH2Cl2 / 8 h / 20 °C 4.1: Super-hydride / tetrahydrofuran / 12 h / 20 °C 4.2: 212 mg / MCPBA / hexane / 12 h / 20 °C
 

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