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Chemical Structure| 5111-65-9 Chemical Structure| 5111-65-9
Chemical Structure| 5111-65-9

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2-Bromo-6-methoxynaphthalene is an active intermediate used in the synthesis of anti-inflammatory drugs, such as Naproxen and Nabumetone. It has potential anti-inflammatory activity and can inhibit tyrosinase, making it useful for cancer research.

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Product Details of 2-Bromo-6-methoxynaphthalene

CAS No. :5111-65-9
Formula : C11H9BrO
M.W : 237.09
SMILES Code : C1=C2C(=CC=C1OC)C=C(Br)C=C2
MDL No. :MFCD00004062
InChI Key :AYFJBMBVXWNYLT-UHFFFAOYSA-N
Pubchem ID :78786

Safety of 2-Bromo-6-methoxynaphthalene

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of 2-Bromo-6-methoxynaphthalene

* 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 [ 5111-65-9 ]

[ 5111-65-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 5111-65-9 ]
  • [ 145369-29-5 ]
  • 2
  • [ 5111-65-9 ]
  • [ 133997-05-4 ]
  • [ 371136-32-2 ]
  • 3
  • [ 5111-65-9 ]
  • [ 116332-54-8 ]
  • (4-fluorophenyl)-(6-methoxynaphthalen-2-yl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% A solution of n-BuLi (11.76mL, 18.82mmol, 1.6M in hexane) was added dropwise to a cold (-78C) stirred solution of 6-bromo-2-methoxynaphthalene (4.24g, 17.90mmol) in anhydrous THF (75mL). After 30min <strong>[116332-54-8]4-fluoro-N-methoxy-N-methylbenzamide</strong> 7a (1.64g, 8.96mmol) in anhydrous THF (15mL) was added slowly over 10min. The resulting mixture was stirred for 2h whilst warming to room temperature. Water (100mL) was added and the organic layer was separated. The aqueous layer was extracted with ethyl acetate (3×50mL), and the combined organic extracts were dried over anhydrous Na2SO4. Removal of the solvent under vacuum afforded the crude 6-(4-fluorobenzoyl)-2-methoxynaphthalene 18a as an off-white solid in 26% yield after crystallisation from ethanol, mp 113-115C; numax 660, 893, 918, 960, 1151, 1225, 1388, 1504, 1619, 1648, 2921cm-1; deltaH 3.97 (3H, s, OMe), 7.19 (4H, m, Ar-H, 1-H), 7.81 (1H, d, J=8.7Hz, 4-H), 7.82 (1H, d, J=8.5Hz, 8-H), 7.88 (3H, m, Ar-H), 8.18 (1H, d, J=1.2Hz, 5-H). Found [M+H]+=281.0973. C18H13FO2 requires [M+H]+=281.0972.
 

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