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Chemical Structure| 1155371-46-2 Chemical Structure| 1155371-46-2

Structure of 1155371-46-2

Chemical Structure| 1155371-46-2

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Product Details of [ 1155371-46-2 ]

CAS No. :1155371-46-2
Formula : C11H15BrO2
M.W : 259.14
SMILES Code : COC1C=C(OC)C(Br)=CC=1C(C)C
MDL No. :N/A

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Application In Synthesis of [ 1155371-46-2 ]

* 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 [ 1155371-46-2 ]

[ 1155371-46-2 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 1155371-46-2 ]
  • [ 1155371-47-3 ]
YieldReaction ConditionsOperation in experiment
53%
Stage #1: With tert.-butyl lithium In diethyl ether at -78℃; for 0.75 h;
Stage #2: With iodine In diethyl ether at -78 - 20℃; for 1 h;
A solution of 1-bromo-5-isopropyl-2,4-dimethoxybenzene (0.396 g, 1.53 mmol) in dry diethylether (3 mL) was cooled to -78°C. t-Bul\\ (1 mL, 1.7 M) was added dropwise and the mixture stirred at -78°C for 45 minutes. A solution of I2 (0.391 g, 1.54 mmol) in ether (3 mL) was added in one portion and the temperature maintained at -780C for 1 hour, and then heated to room temperature. The reaction mixture was washed with a solution of 25percent NaS2O3 to remove excess iodine. The organic phase was isolated, dried (MgSO4), and evaporated. The residue was purified by column chromatography using 10percent EtOAc in heptane as eluent. The title compound (0.249 g, 53percent) was isolated as a white solid. NMR (DMSO-CZ6): δ 7.41 (s, 1 H), 6.64 (s, 1 H), 3.76 (s, 3H), 3.72 (s, 3H), 3.10 (m, 1H), 1.11 (d, 6H).
References: [1] Patent: WO2009/66060, 2009, A2, . Location in patent: Page/Page column 100; 102.
 

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