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Chemical Structure| 82673-65-2 Chemical Structure| 82673-65-2

Structure of 82673-65-2

Chemical Structure| 82673-65-2

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Product Details of [ 82673-65-2 ]

CAS No. :82673-65-2
Formula : C13H17NO3
M.W : 235.28
SMILES Code : CC(C)(C)C(NC1=CC=CC(OC)=C1C=O)=O
MDL No. :MFCD09955251

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Application In Synthesis of [ 82673-65-2 ]

* 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.

  • Downstream synthetic route of [ 82673-65-2 ]

[ 82673-65-2 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 82673-65-2 ]
  • [ 160893-04-9 ]
YieldReaction ConditionsOperation in experiment
605 mg To a solution of diisopropylamine (904 mg, 1.25 mL, 8.94 mmol, 2.1 eq.) in dry Ether (12 mL) under an argon atmosphere at -78 C was added n-butyllithium solution (1 .6 M in hexanes, 5.6 mL, 2.1 eq.) and the solution was stirred for 30 minutes. Tert-butyl acetate (1036 mg, 1.20 mL, 8.94 mmol, 2.1 eq.) was added dropwise and the solution was allowed to stir for 30 minutes. N-(2-formyl-3-methoxyphenyl)pivalamide (1.0 g, 4.26 mmol, 1 .0 eq.) in dry Ether (5 mL) was added dropwise and the bright yellow solution was allowed to warm to RT over 2 hours. Ammonium chloride solution (1.0 M, 20 mL) was added and the reaction mixture stirred for a further 10 minutes. The aqueous layer was separated and extracted twice with ether. The combined organic layers were washed with water and brine, dried over anhydrous MgS04, filtered and the solvent removed in vacuo. STEP 3: To the crude residue from STEP 3 was added 1,4 dioxane (5 mL) and aqueous hydrochloric acid (3.0 M, 5 mL). The solution was heated at reflux for 4 hours. After cooling to room temperature the precipitated product was collected by filtration and dried under vacuum to yield 5-methoxyquinolin-2(1H)-one (605 mg, 3.46 mmol, 81 % over 2 steps) as a fluffy white solid. 1 H NMR (400 MHz, DMSO-d6): delta ppm 11.71 (1H, br. s) 8.03 (1H, d, J = 9.6 Hz) 7.43 (1H, t, J = 8.2 Hz) 6.90 (1H, d, J = 8.3 Hz) 6.74 (1H, d, J = 8.3 Hz) 6.42 (1H, d, J = 9.9 Hz) 3.90 (3H, s).
 

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• Acyl Group Substitution • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Fischer Indole Synthesis • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Julia-Kocienski Olefination • Knoevenagel Condensation • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nomenclature of Ethers • Nozaki-Hiyama-Kishi Reaction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Preparation of Ethers • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Ethers • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stetter Reaction • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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