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Structure of 1293284-61-3

Chemical Structure| 1293284-61-3

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Product Details of [ 1293284-61-3 ]

CAS No. :1293284-61-3
Formula : C14H18BFO4
M.W : 280.10
SMILES Code : O=C(OC)C1=C(B2OC(C)(C)C(C)(C)O2)C=CC=C1F
MDL No. :MFCD16996307
InChI Key :KRBBXOCBQBADHY-UHFFFAOYSA-N
Pubchem ID :67086691

Safety of [ 1293284-61-3 ]

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

Application In Synthesis of [ 1293284-61-3 ]

* 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 [ 1293284-61-3 ]

[ 1293284-61-3 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 61676-62-8 ]
  • [ 146014-66-6 ]
  • [ 1293284-61-3 ]
YieldReaction ConditionsOperation in experiment
75% With isopropylmagnesium chloride; In tetrahydrofuran; at 0 - 20℃; for 0.666667h; To a 500 mL round-bottomed flask were added 2- fluoro-6-iodo-benzoic acid methyl ester (7.29, 26.0 mmol) and anhydrous THF (150 mL). This mixture was cooled to 0oC and /'-PrMgCI (13.7 mL, 2 M in THF, 27.3 mmol) was added dropwise. After 10 min, 2-isopropoxy-4,4,5,5- tetramethyl-1 ,3,2-dioxaborolane (5.58 mL, 27.3 mmol) was added. The mixture was allowed to warm to room temperature, and after 30 min NH4CI(aq) (150 mL, 13 wt% solution) was added. The layers were mixed and then separated, and the aqueous layer was extracted with 100 mL of MTBE. The combined organic layers were dried over Na2SO4, filtered, and concentrated to a final mass of 6.07 g (90% wt%, 75% yield). 1 H NMR (400 MHz, CDCI3): 7.47 - 7.38 (m, 2H), 7.17 - 7.1 1 (m, 1 H), 3.92 (s, 3H), 1 .36 (s, 12H).
75% Step B: 2-Fluoro-6-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)- benzoic acid methyl ester. To a 500 mL round-bottomed flask were added 2- fluoro-6-iodo-benzoic acid methyl ester (7.29, 26.0 mmol) and anhydrous THF (150 mL). This mixture was cooled to 0 C and i-PrMgCI (13.7 mL, 2 M in THF, 27.3 mmol) was added dropwise. After 10 min, 2-isopropoxy-4,4,5,5- tetramethyl-1 ,3,2-dioxaborolane (5.58 mL, 27.3 mmol) was added. The mixture was allowed to warm to room temperature, and after 30 min NH CI(aq) (150 mL, 13 wt% solution) was added. The layers were mixed and then separated, and the aqueous layer was extracted with 100 mL of MTBE. The combined organic layers were dried over Na2SO4, filtered, and concentrated to a final mass of 6.07 g (90% wt%, 75% yield). 1 H NMR (400 MHz, CDCI3): 7.47 - 7.38 (m, 2H), 7.17 - 7.1 1 (m, 1 H), 3.92 (s, 3H), 1 .36 (s, 12H).
75% With isopropylmagnesium chloride; In tetrahydrofuran; at 0 - 20℃; Step B: 2-Fluoro-6-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)- benzoic acid methyl ester. To a 500 mL round-bottomed flask were added 2- fluoro-6-iodo-benzoic acid methyl ester (7.29, 26.0 mmol) and anhydrous THF (150 mL). This mixture was cooled to 0 C and /'-PrMgCI (13.7 mL, 2 M in THF, 27.3 mmol) was added dropwise. After 10 min, 2-isopropoxy-4,4, 5,5- tetramethyl-1 ,3,2-dioxaborolane (5.58 mL, 27.3 mmol) was added. The mixture was allowed to warm to room temperature, and after 30 min NH4CI(ag) (150 mL, 13 wt% solution) was added. The layers were mixed and then separated, and the aqueous layer was extracted with 100 mL of MTBE. The combined organic layers were dried over Na2S04, filtered, and concentrated to a final mass of6.07 g (90% wt%, 75% yield). 1H NMR (400 MHz, CDCI3): 7.47 - 7.38 (m, 2H), 7.17 - 7.1 1 (m, 1 H), 3.92 (s, 3H), 1 .36 (s, 12H).
To a 500 mL round-bottomed flask were added 2- fluoro-6-iodo-benzoic acid methyl ester (7.29, 26.0 mmol) and anhydrous THF (150 mL). This mixture was cooled to 0 C and /'-PrMgCI (13.7 mL, 2 M in THF, 27.3 mmol) was added dropwise. After 10 min, 2-isopropoxy-4,4,5,5- tetramethyl-1 ,3,2-dioxaborolane (5.58 mL, 27.3 mmol) was added. The mixture was allowed to warm to room temperature, and after 30 min NH CI(ac?) (150 mL, 13 wt% solution) was added. The layers were mixed and then separated, and the aqueous layer was extracted with 100 mL of MTBE. The combined organic layers were dried over Na2SO4, filtered, and concentrated to a final mass of 6.07 g (90% wt%, 75% yield). 1 H NMR (400 MHz, CDCI3): 7.47 - 7.38 (m, 2H), 7.17 - 7.1 1 (m, 1 H), 3.92 (s, 3H), 1 .36 (s, 12H).

 

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