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Chemical Structure| 36603-49-3 Chemical Structure| 36603-49-3

Structure of 36603-49-3

Chemical Structure| 36603-49-3

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Product Details of [ 36603-49-3 ]

CAS No. :36603-49-3
Formula : C11H13BrO2
M.W : 257.12
SMILES Code : BrC1=CC=C(OC2CCCCO2)C=C1
MDL No. :MFCD00091551
InChI Key :MXDQGXMBJCGRCB-UHFFFAOYSA-N
Pubchem ID :4646436

Safety of [ 36603-49-3 ]

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

Application In Synthesis of [ 36603-49-3 ]

* 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.

  • Upstream synthesis route of [ 36603-49-3 ]
  • Downstream synthetic route of [ 36603-49-3 ]

[ 36603-49-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 36603-49-3 ]
  • [ 61676-62-8 ]
  • [ 889865-38-7 ]
YieldReaction ConditionsOperation in experiment
74%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5 h;
Stage #2: at -78 - 20℃; for 2.5 h;
Compound 11 (2-(4-bromophenoxy)tetrahydro-2H-pyran,10.7 g, 41.6 mmol) dissolved in THF (220.0 mL, 20 mL/g)After cooling to -78 ° C, slowly dropping n-butyl lithium(21.6 mL, 54.1 mmol, 2.5 M hexane solution),It was stirred at -78 ° C for 30 minutes.Slowly drip 2-isopropoxy-4,4,5,5-tetramethyl- in the mixed solution1,3,2-dioxaborolane 12 (2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 11.0 mL, 54.1 mmol).Then, the obtained reactant is heated from -78 ° C to room temperature.And further stirred for 2.5 hours.The reaction was quenched by the addition of a saturated ammonium chloride solution.The organic layer is separated by an organic solvent,The organic layer was dried over anhydrous sodium sulfate and filtered and evaporated.The residue was concentrated to silica gel column chromatography (hexane:EtOAc = 10:1)Purification was carried out to give a white solid compound 13 (9.4 g, yield: 74percent).
References: [1] Patent: CN109206387, 2019, A, . Location in patent: Paragraph 0142; 0143; 0148; 0149; 0150.
 

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