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Chemical Structure| 10203-28-8 Chemical Structure| 10203-28-8

Structure of 2-Dodecanol
CAS No.: 10203-28-8

Chemical Structure| 10203-28-8

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Product Details of [ 10203-28-8 ]

CAS No. :10203-28-8
Formula : C12H26O
M.W : 186.33
SMILES Code : CC(O)CCCCCCCCCC
MDL No. :MFCD00004551

Safety of [ 10203-28-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 10203-28-8 ]

* 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 [ 10203-28-8 ]

[ 10203-28-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 10203-28-8 ]
  • [ 3543-75-7 ]
  • [ 1609623-10-0 ]
YieldReaction ConditionsOperation in experiment
40% With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20℃;Inert atmosphere; Preparation of 4-{5-[Bis-(chloroethyl)-amino]-l-methyl-lH-benzimidazol-2-yl}butyric acid 2-dodecyl ester (branched <strong>[3543-75-7]bendamustine</strong> Cn ester): A 250 mL three neck round bottom flask was equipped with an overhead stirrer, thermocouple, temperature controller and nitrogen sweep then charged with 10.0 g (25.34 mmol) of <strong>[3543-75-7]<strong>[3543-75-7]bendamustine</strong> hydrochloride</strong>, 4.77 g (5.75 mL, 25.6 mmol, 1.01 eq) of 2-dodecanol, 5.3 g (25.6 mmol, 1.01 eq) of dicyclohexylcarbodiimide (DCC), 100 mL of MDC and 0.31 g (2.54 mmol, 0.1 eq) of DMAP. The reaction was stirred at room temperature overnight at which time an in process analysis indicated the reaction was complete. Solids were removed by vacuum filtration and washed with 25 mL of MDC. The filtrate was diluted with 200 mL of MDC then washed with 4% aqueous sodium bicarbonate solution (1 X 500 mL) before drying over sodium sulfate, filtering and concentrating to dryness in vacuo to an off-white solid. This solid was triturated with 25 mL of MDC and the solid impurities were removed by vacuum filtration and washed with 5 mL of MDC. The filtrate was concentrated to dryness in vacuo to yield the crude product which was shown to contain residual 2-dodecanol by XH NMR. The crude product was chromatographed using 100 g of silica gel 60, 230-400 mesh, eluting with first 1L of heptanes, then 500 mL of 3 : 1 heptane/EtOAc, 500 of 2: 1 heptane/EtOAc and finally 500 mL of 1 : 1 heptane/EtOAc collecting 100 mL fractions. Product containing fractions were combined and concentrated to dryness in vacuo to yield 5.35 g (10.16 mmol, 40%) of the product as a light purple viscous oil with an HPLC purity of 99.5A%.1H NMR (400 MHz, DMSO-d6) delta 7.31 (d, J= 8.76 Hz, 1H), 6.93 (d, J= 2.28 Hz, 1H), 6.78 (dd, J = 2.36, 8.76 Hz, 1H), 4.8 (m, 1H), 3.7 (s, 8H), 3.65 (s, 3H), 2.82 (t, J= 7.4 Hz, 2H), 2.42 (t, J= 7.36 Hz, 2H), 2.00 (m, 2H), 1.50 (m, 2H), 1.25 (s, b, 16H), 1.14 (d, J = 6.24, 2H), 0.84 (t, J = 6.68 Hz, 3H).
 

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