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Chemical Structure| 2621-78-5 Chemical Structure| 2621-78-5

Structure of 2621-78-5

Chemical Structure| 2621-78-5

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Product Details of [ 2621-78-5 ]

CAS No. :2621-78-5
Formula : C10H13NO2
M.W : 179.22
SMILES Code : O=C(OCC)NCC1=CC=CC=C1
MDL No. :MFCD00026815

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Application In Synthesis of [ 2621-78-5 ]

* 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 [ 2621-78-5 ]

[ 2621-78-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 18163-47-8 ]
  • [ 2621-78-5 ]
  • ethyl N-benzyl-N-[2-(trimethylsilyl)ethynyl]carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% To a solution of amine 1b (179 mg, 1.00 mmol) in THF (5.0 mL) was added KHMDS (0.5 M in toluene, 2.0 mL, 1.00 mmol) dropwise and the mixture was stirred at the 0 C for 15 min under an Ar atmosphere. To the reaction mixture was added pyridine (2.0 mL, 25.0 mmol) then CuI (190 mg, 1.00 mmol), and the mixture was stirred at room temperature for 2 h. To the reaction mixture was added 1-iodo-2-(trimethylsilyl)acetylene (269 mg, 1.20 mmol) in THF (4.0 mL) and the mixture was stirred at room temperature for 15 h. The reaction mixture was diluted with brine and then extracted with AcOEt. The organic layer was washed with brine, and dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by a silica gel column chromatography (hexane: AcOEt = 20: 1) to give 2b (206 mg, 75% yield) as a colorless oil. IR (neat) cm-1: 2959, 2176,1723,1497,1455,1397; 1H NMR (300 MHz, CDCl3) delta: 7.35-7.32 (5H, m), 4.59 (2H, s), 4.23 (2H, q, J = 7.2 Hz), 1.30 (3H, t, J = 7.2 Hz), 0.13 (9H, s); 13C NMR (75 MHz, CDCl3) delta: 155.2, 136.0, 128.6, 128.5 (2C), 128.0 (2C), 77.2, 63.2, 53.5, 14.1, 0.1 (3C); HRMS (FAB) calcd for C15H21NO2Si ([M+H]+ 276.1420, found 276.1392.
 

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