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Chemical Structure| 121942-75-4 Chemical Structure| 121942-75-4

Structure of 121942-75-4

Chemical Structure| 121942-75-4

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Product Details of [ 121942-75-4 ]

CAS No. :121942-75-4
Formula : C12H21NOSi
M.W : 223.39
SMILES Code : NC1=CC=CC(O[Si](C)(C(C)(C)C)C)=C1
MDL No. :MFCD26384936

Safety of [ 121942-75-4 ]

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

Application In Synthesis of [ 121942-75-4 ]

* 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 [ 121942-75-4 ]

[ 121942-75-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13321-74-9 ]
  • [ 121942-75-4 ]
  • N-{3-[(tert-butyldimethylsilyl)oxy]phenyl}-2,5-dimethoxy-4-methylaniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% With palladium diacetate; caesium carbonate; XPhos; In toluene; for 20h;Reflux; Inert atmosphere; A solution of compound 44 (1.17 g, 5.05 mmol) in toluene (10 mL)was added using a syringe pump to a stirred mixture of the aniline 36(1.48 g, 6.62 mmol), Cs2CO3 (1.96 g, 6.00 mmol), Pd(OAc)2 (67.0 mg,298 mumol), and XPhos (286 mg, 600 mumol) in toluene (50 mL) at refluxunder an argon atmosphere within 2 h. The mixture was stirred at thesame temperature for another 18 h. The reaction mixture was allowedto cool to r.t. and filtered over Celite (EtOAc). Removal of thesolvent and purification of the residue by column chromatography(silica gel, isohexane-EtOAc, 99:1 to 85:15) afforded compound 45(1.83 g, 4.90 mmol, 97%) as a colorless oil.IR (ATR): 3417, 2949, 2930, 2856, 1594, 1492, 1465, 1393, 1254, 1204,1176, 1155, 1044, 983, 837, 778, 690 cm-1.1H NMR (500 MHz, CDCl3): delta = 0.20 (s, 6 H), 0.98 (s, 9 H), 2.19 (s, 3 H),3.74 (s, 3 H), 3.82 (s, 3 H), 5.98 (br s, 1 H), 6.40 (dd, J = 8.0, 1.9 Hz, 1 H),6.63 (t, J = 2.2 Hz, 1 H), 6.69-6.70 (m, 1 H), 6.70 (s, 1 H), 6.90 (s, 1 H),7.10 (t, J = 8.1 Hz, 1 H).13C NMR (125 MHz, CDCl3): delta = -4.11 (2 CH3), 16.03 (CH3), 18.41 (C),25.91 (3 CH3), 56.41 (CH3), 56.66 (CH3), 101.07 (CH), 109.58 (CH),111.21 (CH), 112.68 (CH), 114.36 (CH), 117.99 (C), 130.13 (CH),130.89 (C), 142.79 (C), 144.75 (C), 151.86 (C), 156.90 (C).MS (EI): m/z (%) = 373 (92) [M+], 358 (100), 269 (8), 75 (9), 73 (10).Anal. Calcd for C21H31NO3Si: C, 67.52; H, 8.36; N, 3.75. Found: C,67.80; H, 8.42; N, 3.81.
 

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