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Chemical Structure| 52849-52-2 Chemical Structure| 52849-52-2

Structure of 52849-52-2

Chemical Structure| 52849-52-2

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Product Details of [ 52849-52-2 ]

CAS No. :52849-52-2
Formula : C9H11BrO2
M.W : 231.09
SMILES Code : CCOC1=C(OC)C=CC(Br)=C1
MDL No. :MFCD09972175

Safety of [ 52849-52-2 ]

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

Application In Synthesis of [ 52849-52-2 ]

* 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 [ 52849-52-2 ]

[ 52849-52-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 52849-52-2 ]
  • [ 608141-42-0 ]
  • 2
  • [ 52849-52-2 ]
  • [ 2274-42-2 ]
  • [ 253168-94-4 ]
YieldReaction ConditionsOperation in experiment
86.5% Example 1: Preparation of Racemic III (R,S)-1-(4-methoxy-3-ethoxyphenyl)-2-methanesulfonylethylamine (III) To a dry 500mL glass flask, 100g of tetrahydrofuran, 3.0g of magnesium, iodine (about 10-20mg), and 0.5g of 3-ethoxy-4-methoxybromobenzene were added. The reaction was initiated at 40-50C. 22.6g of 3-ethoxy-4-methoxybromobenzene (total 0.1mole) and 150g tetrahydrofuran were then added dropwise at 40-50C for 50 minutes. It was then heated at 55-60C for 3 hours. The reaction was then cooled to -5-0C. 12.0 g (0.11 mol) of methylsulfonylacetonitrile was added dropwise for 40 minutes. After reacting at -5-0C for 3 hours, 20 g of 30% aqueous ammonium chloride solution was added. The pH value was adjusted to 6-7. 1.0 g of 50% Raney nickel (water content 50%) was added and the solution was placed in a stainless steel autoclave. The reaction ws purged with nitrogen 3 times. At an internal temperature of 20-25C under a hydrogen pressure of 1-2atm, the reaction was stirred for 3 hours. The catalyst and tetrahydrofuran were recovered by filtration. The residue was extracted 3 times with dichloromethane giving 80g. The combined methylene chloride phase was added 5g of anhydrous sodium sulfate and filtered to recover methylene chloride. 23.6g of (R,S)-1-(4-methoxy-3-ethoxyphenyl)-2-methanesulfonylethylamine (III) was obtained. Yield 86.5%, HPLC purity 99.3%.
 

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