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Structure of 639520-70-0

Chemical Structure| 639520-70-0

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Product Details of [ 639520-70-0 ]

CAS No. :639520-70-0
Formula : C12H16BrNO2
M.W : 286.16
SMILES Code : O=C(OC(C)(C)C)N(C1=CC=C(Br)C=C1)C
MDL No. :MFCD12913712
Boiling Point : No data available
InChI Key :MUCSVQRHNPYUIE-UHFFFAOYSA-N
Pubchem ID :21873211

Safety of [ 639520-70-0 ]

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

Application In Synthesis of [ 639520-70-0 ]

* 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 [ 639520-70-0 ]

[ 639520-70-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 131818-17-2 ]
  • [ 74-88-4 ]
  • [ 639520-70-0 ]
YieldReaction ConditionsOperation in experiment
5.0 mmol of 4-bromoaniline (0.86 g) is dissolved in 10 mL [OF THF ;] 1.09 g (5.0 mmol) of di-tert-butyl dicarbonate is added, and the resultant solution is warmed to [50 C FOR] 5 hours. The reaction is partitioned between water and ethyl acetate; the organic layer is washed with brine, dried over [NA2S04,] and and concentrated to give a white solid. This crude material is dissolved in 20 mL of dry THF and cooled in an ice [BATH ;] and 250 mg (1.25 eq) of NaH (60% oil dispersion) is added portionwise. Gas evolves, leaving a foamy semisolid after 15 min. Additional THF (10 mL) is added to break up the foam, followed by 0. [50] mL (1.6 eq) of [IODOMETHANE.] The resultant mixture is stirred overnight, warming slowly to ambient temperature. The reaction mixture is added carefully to aqueous IN [H3P04] (some gas evolves.), the resulting mixture is extracted with ethyl acetate. The organic layer is washed with brine and dried over [NA2S04.] The crude product is purified by silica gel chromatography, eluting with a gradient [OF 0->10%] ethyl [ACETATE/HEXANES,] providing 1.08 g (76% overall) of the title compound as a slightly yellowish oil.
With caesium carbonate; In DMF (N,N-dimethyl-formamide); at 20℃; for 18h; 0.263 mL (1.1 eq. ) iodomethane are added dropwise at room temperature to a stirred suspension of 1.1 g (4 mmol) (4-bromo-phenyl)-carbamic acid tert-butyl ester and 2 g (1.6 eq. ) cesium carbonate in 15 mL DMF. After stirring for an additional18 hours, the reaction mixture is extracted with WATER/ETHYL acetate and the combined organic phases are washed with brine, dried over magnesium sulfate and evaporated to yield the desired product as a colorless oil, which is used without further purification.
 

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