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Chemical Structure| 1003709-47-4 Chemical Structure| 1003709-47-4

Structure of 1003709-47-4

Chemical Structure| 1003709-47-4

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Product Details of [ 1003709-47-4 ]

CAS No. :1003709-47-4
Formula : C8H6BrFO2
M.W : 233.03
SMILES Code : CC1=CC(F)=CC(Br)=C1C(O)=O
MDL No. :MFCD09263435
Boiling Point : No data available
InChI Key :VOFBSAUUUDKWGR-UHFFFAOYSA-N
Pubchem ID :45073547

Safety of [ 1003709-47-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1003709-47-4 ]

* 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 [ 1003709-47-4 ]

[ 1003709-47-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 1003709-47-4 ]
  • [ 74-88-4 ]
  • [ 1262396-04-2 ]
YieldReaction ConditionsOperation in experiment
100% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 23 h; Step eMethyl 2-bromo-4-fluoro-6-methylbenzoateA mixture of 2-bromo-4-fluoro-6-methylbenzoic acid (1.94 g, 8.33 mmol), anhydrous potassium carbonate (1.72 g,12.5 mmol), iodomethane (2.36 g, 17 mmol) in N,N-dimethylformamide (15 mL) was vigorously stirred for 23 hours at20 0C. The suspension was poured into 70 mL of water. A heavy liquid separated. The product was extracted with ethyl acetate (4 x 25 mL). The organic phase was washed with water (5 x 20 mL), brine (2 x 20 mL), dried with sodium sulfate, filtered and concentrated to give 2.07 g (100 percent) of pure ester. 1H NMR (400 MHz, CDCI3) δ ppm 7.18(dd, 3JH-F = 8.1 Hz, 4JH-H = 2.4 Hz, 1H, Ar), 6.91 (dd, 3JH-F = 9.0 Hz, 4JH-H = 2.2 Hz, 1H, Ar), 3.96 (s, 3H, OCH3), 2.35(s, 3H, CH3).
100% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 23 h; A mixture of 2-bromo-4-fluoro-6-methyl-benzoic acid (VII) (1.94 g, 8.33 mmol), anhydrous potassium carbonate (1.72g, 12.5 mmol), methyl iodide (2.36 g, 17 mmol) in N,N-dimethylformamide (15 mL) was vigorously stirred for 23 h at20 00 The suspension was poured into 70 mL of water. A dense oil separated out. The product was extracted with ethyl acetate (4 x 25 mL). The organic phase was washed with water (5 x 20 mL), brine (2 x 20 mL), dried over Na2504, filtered and concentrated to give 2.07g (quantitative yield) of 2-bromo-4-fluoro-6-methyl-benzoic acid methyl ester (VI).1H NMR (400.5 MHz, ODd3) ppm 2.35 (s, 3H), 3.96 (s, 3H), 6.91 (dd, JH-F = 9.0 Hz, JH-H = 2.2 Hz, 1H), 7.18 (dd, JHF = 8.1 Hz, JH-H = 2.4 Hz, 1H).
References: [1] Patent: WO2011/6803, 2011, A1, . Location in patent: Page/Page column 35-36.
[2] Patent: WO2014/64149, 2014, A1, . Location in patent: Page/Page column 27; 28.
 

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Technical Information

• Alkyl Halide Occurrence • Arndt-Eistert Homologation • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hunsdiecker-Borodin Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Preparation of Carboxylic Acids • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reactions of Dihalides • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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