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CAS No. : | 1065010-87-8 | MDL No. : | MFCD09265031 |
Formula : | C3H5BF3K | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | CFMLURFHOSOXRC-UHFFFAOYSA-N |
M.W : | 147.98 | Pubchem ID : | 23697338 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In water; toluene; at 90.0℃; for 18.0h;Inert atmosphere; | Example 78 2'-amino-6-(3-cyclopropyl-5-fluorophenyl)-r,2,2-trimethylspiro[chroman-4,4'-imidazol]-5*(l'H)-oneStep A: A mixture of l ,3-dibromo-5-fluorobenzene (248 mu, 1.97 mmol), potassiumcyclopropyltrifluoroborate (321 mg, 2.17 mmol), K2CO3 (816.5 mg, 5.91 mmol), PdCl2(dppf)*dcm (32 mg, 0.039 mmol), and toluene/water (3: 1, 8 mL) was sparged with N2 for 5 minutes. The mixture was stirred at 90C for 18 hours and allowed to cool to room temperature. The reaction mixture was then diluted with EtOAc (50 mL) and washed with brine (3 X 20 mL). The organic layer was separated, dried (MgS04), filtered and concentrated in vacuo. A portion of the crude product obtained was purified by preparative TLC eluting with hexane to provide l-bromo-3-cyclopropyl-5-fluorobenzene as a liquid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 145-Cyclopropyl-2-methylphenyl trifluoromethanesulfonate.A solution of <strong>[36138-76-8]5-bromo-2-methylphenol</strong> (2.00 g, 10.7 mmol), potassium cyclopropyltrifluoroborate (2.85 g, 19.2 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.379 g, 0.535 mmol) and K3P04 (5.67 g, 26.7 mmol) in toluene (40 mL) and water (10 mL) was allowed to stir at 100 C for 17 h under nitrogen. The reaction was monitored by LH NMR. The mixture was cooled to rt, and diluted with 1 M HC1 aq (100 mL), brine and EtOAc. The products were extracted twice with EtOAc. The combined organic layers were washed with brine, dried over MgS04, filtered, and concentrated to give crude as red oil (1.73 g). The crude was used without further purification.To a solution of the crude product (1.73 g) and pyridine (1.21 mL, 15.0 mmol) in DCM (15 mL), Tf20 (2.17 mL, 12.8 mmol) was added at 0 C under nitrogen. The mixture was allowed to stir for 1 h. The reaction was monitored by TLC (25% EtO Ac/heptane). The mixture was diluted with brine and DCM. The organic layer was separated and concentrated. The residue was purified by flash columnchromatography on 40 g silica gel (with 15 g pre-column of silica gel; eluent: heptane/EtOAc =100:0 to 85: 15) to give 5-cyclopropyl-2-methylphenyl trifluoromethanesulfonate. LH NMR (400 MHz, CDC13) delta ppm 7.16 (d, J = 7.87 Hz, 1 H), 6.96 (dd, J= 1.64, 7.87 Hz, 1 H), 6.92 (d, J= 1.64 Hz, 1 H), 2.32 (s, 3 H), 1.85 - 1.92 (m, 1 H), 0.97 - 1.01 (m, 2 H), 0.65 - 0.69 (m, 2 H). |
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