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Chemical Structure| 27895-95-0 Chemical Structure| 27895-95-0

Structure of 27895-95-0

Chemical Structure| 27895-95-0

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Product Details of [ 27895-95-0 ]

CAS No. :27895-95-0
Formula : C16H15BrO3
M.W : 335.19
SMILES Code : COC1=CC=C(C=C1)C(C(C2=CC=C(OC)C=C2)=O)Br
MDL No. :MFCD00963541

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Application In Synthesis of [ 27895-95-0 ]

* 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 [ 27895-95-0 ]

[ 27895-95-0 ] Synthesis Path-Downstream   1~4

  • 2
  • [ 214834-18-1 ]
  • [ 27895-95-0 ]
  • [ 951745-06-5 ]
YieldReaction ConditionsOperation in experiment
47% In methanol; at 20℃; for 2 - 4h;Heating / reflux;Product distribution / selectivity; Reference Example 93 4-(4,5-Bis(4-methoxyphenyl)thiazol-2-yl)piperidine [Show Image] A solution of 1-tert-butoxycarbonyl-4-piperidine thioamide (350 mg, 1.4 mmol) and 2-bromo-1,2-bis(4-methoxyphenyl)ethanone (Reference Example 14) (480 mg, 1.4 mmol) in methanol (15 ml) was heated under reflux for 4 hours and then cooled to room temperature. The reaction solution was concentrated under a reduced pressure, and the residue was dissolved with the addition of 10% hydrochloric acid-methanol (15 ml), and the resultant was heated under reflux for 14 hours. The reaction solution was cooled to room temperature and then concentrated under a reduced pressure. Saturated aqueous sodium bicarbonate was added to the residue, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate and then concentrated under a reduced pressure. The residue was purified by flash chromatography (amine silica gel, chloroform) to give a title compound (263mg, 0.69 mmol, 48%) as a colorless oil product. 1H-NMR (400 MHz, CDCl3) δ: 1.67 (1H, s), 1.71-1.81 (2H, m), 2.15-2.18 (2H, m), 2.74-2.81 (2H, m), 3.11-3.23 (3H, m), 3.80 (3H, s), 3.82 (3H, s), 6.82 (2H, d, J = 8.8 Hz), 6.85 (2H, d, J = 8.8 Hz), 7.26 (2H, d, J = 8.8 Hz), 7.45 (2H, d, J = 8.8 Hz). IR (neat, cm-1): 3341, 2937, 2836, 2736, 1736, 1608, 1575, 1538, 1514, 1496, 1464, 1372, 1319, 1293, 1250, 1176, 1141, 1106, 1034, 969, 880, 834, 795. ESI-MS: m/z = 381 (M+H+).; Reference Example 143 4-(4,5-Bis(4-methoxyphenyl)oxazol-2-yl)-1-tert-butoxycarbonylpiperidine [Show Image] To a solution of 1,2-bis(4-methoxyphenyl)-2-bromoethanone (Reference Example 14) (1.05 g, 3.29 mmol) in methanol (10 ml) was added 1-tert-butoxycarbonylpiperidine-4-thiocarboxamide (804 mg, 3.29 mmol), and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under a reduced pressure, and an aqueous solution of 1M sodium hydroxide was added to the residue, followed by extraction with dichloromethane. The organic layer was dried over sodium sulfate and then concentrated under a reduced pressure. The residue was purified by flash chromatography on silica gel (n-hexane/ethyl acetate) to give a title compound (745 mg, 1.55 mmol, 47%) as a light yellow oil product. 1H-NMR (400 MHz, CDCl3) δ: 1.48 (9H, s), 1.72-1.83 (2H, m), 2.10-2.18 (2H, m), 2.85-2.95 (2H, m), 3.12-3.21 (1H, s), 3.80 (3H, s), 3.82 (3H, s), 4.16-4.27 (2H, m), 6.81 (2H, d, J = 8.8 Hz), 6.85 (2H, d, J = 8.8 Hz), 7.25 (2H, d, J = 8.8 Hz), 7.44 (2H, d, J = 8.8 Hz).
  • 4
  • [ 27895-95-0 ]
  • [ 73458-39-6 ]
  • BrH*C23H19N3O5S [ No CAS ]
 

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