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Chemical Structure| 128104-53-0 Chemical Structure| 128104-53-0

Structure of 128104-53-0

Chemical Structure| 128104-53-0

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Product Details of [ 128104-53-0 ]

CAS No. :128104-53-0
Formula : C11H9BrO
M.W : 237.09
SMILES Code : BrC1=CC=CC2=C1C=CC(CO)=C2

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Application In Synthesis of [ 128104-53-0 ]

* 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 [ 128104-53-0 ]

[ 128104-53-0 ] Synthesis Path-Downstream   1~2

  • 1
  • BH3 *THF [ No CAS ]
  • [ 1013-83-8 ]
  • [ 128104-53-0 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; (Step 1) Preparation of 5-Bromo-2-hydroxymethylnaphthalene To a stirred solution of <strong>[1013-83-8]5-bromonaphthalene-2-carboxylic acid</strong> (10.04 g, 40 mmol) in dry THF (400 mL) cooled to 0° C. was added BH3 *THF (54 mL, 54 mmol; 1.0M solution in THF) dropwise over 45 minutes. The resulting solution was stirred overnight while warming to room temperature. The excess BH3 was quenched by the addition of H2 O (200 mL) at 0° C. and the volatiles were removed in vacuo. The aqueous residue was extracted with Et2 O (2*250 mL) and the combined organic layers were dried (MgSO4) and concentrated in vacuo to give the title compound as a colorless liquid which solidified to a white solid upon standing (9.48 g, 100percent). This material was of adequate purity to be used as such in the next step. NMR (200 MHz, CDCl3): delta 8.10 (d, 1H, J=8 Hz), 7.70 (m, 3H), 7.45 (dd, 1H, J=8,2 Hz), 7.25 (t, 7H, J=8 Hz), 4.75 (s, 2H), 2.55 (br s, 1H).
  • 2
  • [ 1013-83-8 ]
  • [ 128104-53-0 ]
YieldReaction ConditionsOperation in experiment
With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20℃; for 16.0h;Inert atmosphere; Borane dimethylsulfide (1.51 g, 19.9 mmol, 2.5 eq) was added to the solution of 5- bromo-2-naphthoic acid (2.0 g, 7.96 mmol, 1.0 eq) in THF (20 mL) under nitrogen atmosphere at 0 °C and the solution was stirred at ambient temperature for 16 h. After complete consumption of starting material, the reaction mixture was quenched by drop-wise addition of MeOH at 0 °C, diluted with water and extracted with ethyl acetate. The combined organic extract was washed with brine, dried over anhydrous Na2S04, filtered and solvents evaporated from the filtrate under reduced pressure to afford (5-bromonaphthalen-2-yl)methanol. b) l-bromo-6-(bromomethyl)naphthalene
 

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