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Chemical Structure| 87736-74-1 Chemical Structure| 87736-74-1

Structure of 87736-74-1

Chemical Structure| 87736-74-1

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Product Details of [ 87736-74-1 ]

CAS No. :87736-74-1
Formula : C13H21BrOSi
M.W : 301.29
SMILES Code : C[Si](C(C)(C)C)(OCC1=CC=C(Br)C=C1)C
MDL No. :MFCD07368899
InChI Key :OURCJXVOBHLREF-UHFFFAOYSA-N
Pubchem ID :10859583

Safety of [ 87736-74-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 87736-74-1 ]

* 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 [ 87736-74-1 ]

[ 87736-74-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 383-62-0 ]
  • [ 87736-74-1 ]
  • 1-{4-[(tert-butyldimethylsilyloxy)methyl]phenyl}-2-chloro-2,2-difluoroethanone [ No CAS ]
  • 2
  • [ 109-11-5 ]
  • [ 87736-74-1 ]
  • 4-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)morpholin-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 105℃;Inert atmosphere; To a stirred solution of (4-bromobenzyl)oxy)(tert-butyl)dimethylsilane (300 mg, 0.996 mmol) and <strong>[109-11-5]morpholin-3-one</strong> (151.16 mg, 1.49 mmol) in Toluene (10 ml_), K2CO3 (275.3 mg, 1.99 mmol) was added at RT. The reaction mixture was flushed with nitrogen about 10 min before addition of Cul (18.96 mg, 0.09 mmol) and DMEDA (17.55 mg, 0.19 mmol). The resulting reaction mixture was heated at 105 C overnight. It was filtered through celite pad that was washed with EtOAc (20 ml_). Combined filtrate was washed with water (10 ml_), brine solution (10 ml_), dried over Na2S04, and concentrated under vacuum. The crude product was purified by flash chromatography (Eluent: 50% EtOAc:hexane) to afford the title compound. Yield: 64% (300 mg, pale yellow gummy solid). LCMS: (Method A) 322.2 (M+H), Rt.2.493 min, 92.45% (Max).
  • 3
  • [ 67442-07-3 ]
  • [ 87736-74-1 ]
  • 1-[4-([tert-butyl(dimethyl)silyl]oxy}methyl)phenyl]-2-chloroethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% To a ?78 00 solution of C51 (10.0 g, 33.2 mmol) in tetrahydrofuran (120 mL) was added n-butyllithium (2.5 M in hexanes, 15.9 mL, 39.8 mmol). After the reaction mixture had stirred at ?78 00 for one hour, a solution of <strong>[67442-07-3]2-chloro-N-methoxy-N-methylacetamide</strong> (5.48 g, 39.8 mmol) in tetrahydrofuran (100 mL) was added in a drop-wise manner,while the reaction mixture was maintained at ?78 00. Stirred was continued at ?40 00 to _50 C for 1 hour, whereupon the reaction was quenched by addition of saturated aqueous ammonium chloride solution (200 mL) at ?40 00 to ?20 00 The aqueous phase was extracted with ethyl acetate (3 x 200 mL), and the combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure. Theresidue was purified by silica gel chromatography (Gradient: 1percent to 15percent ethyl acetate in petroleum ether) to provide the product as a colorless gum, which became a white solid upon standing. Yield: 8.50 g, 28.4 mmol, 86percent. 1H NMR (400 MHz, ODd3) oe 7.94 (d, J=8.3 Hz, 2H), 7.46 (d, J=8.0 Hz, 2H), 4.81 (5, 2H), 4.72 (5, 2H), 0.96 (5, 9H), 0.12 (5, 6H).
 

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