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Chemical Structure| 206347-33-3 Chemical Structure| 206347-33-3

Structure of 206347-33-3

Chemical Structure| 206347-33-3

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Product Details of [ 206347-33-3 ]

CAS No. :206347-33-3
Formula : C9H9Br3O
M.W : 372.88
SMILES Code : BrCCCOC1=C(Br)C=CC=C1Br
MDL No. :MFCD11164558

Safety of [ 206347-33-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 206347-33-3 ]

* 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 [ 206347-33-3 ]

[ 206347-33-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 68-12-2 ]
  • [ 206347-33-3 ]
  • [ 327183-32-4 ]
YieldReaction ConditionsOperation in experiment
88% Step B - Synthesis of Compound 21 C; To a solution of compound 21B (10.9 g, 29.23 mmol) in dry THF (240 mL) and hexanes (40 mL) under anhydrous atmosphere at -78 0C, was added n-butyl lithium (20 mL of a 2.5M solution in toluene) dropwise. During the addition, the internal temperature of the solution was kept below 5 0C. The reaction mixture was stirred at approx. 5 C for 4 hours before a slow addition of additional n-butyl lithium (5.8 mL of a 2.5M solution in toluene diluted into 20 ml hexanes). The resulting mixture was stirred at 5 0C for 0.5 hours, followed by an addition of a solution of dimethyl formamide (3.38 mL, 43.84 mmol) in 10 mL of THF. The reaction mixture was stirred at 5 C for 10 minutes, then was warmed to room temperature and stirred for an additional 0.5 hours, and quenched with aqueous 1 N HCl solution (100 mL). The layers were separated, and the aqueous layer was extracted with ether (3 x 200 mL). The combined organic layers were washed with brine (100 mL), dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue was purified by column chromatography using a Biotage 75-M silica gel column (gradient: 0 to 20 % ethyl acetate in hexanes) to provide compound 21C (4.20 g, 88 %). 1H NMR (400 MHz, CDC13): delta 10.41 (s, IH), 7.64 & 7.63 (dd, J= 1.5 Hz, 8.1 Hz, IH), 7.25 (d, J= 5.13 Hz, IH), 6.89 (t, J= 7.3 Hz, IH), 4.30 (t, J= 5.1 Hz, 2H), 2.83 (t, J= 6.2 Hz, 2H), 2.09 - 2.03 (m, 2H).
 

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