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[ CAS No. 643067-83-8 ] {[proInfo.proName]}

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Chemical Structure| 643067-83-8
Chemical Structure| 643067-83-8
Structure of 643067-83-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 643067-83-8 ]

CAS No. :643067-83-8 MDL No. :MFCD22394058
Formula : C7H6BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :NGHQXFDMTGXJAQ-UHFFFAOYSA-N
M.W : 216.03 Pubchem ID :68702454
Synonyms :

Safety of [ 643067-83-8 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P270-P301+P312-P330-P501 UN#:
Hazard Statements:H302 Packing Group:
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Application In Synthesis of [ 643067-83-8 ]

* 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 [ 643067-83-8 ]

[ 643067-83-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 129421-32-5 ]
  • [ 643067-83-8 ]
YieldReaction ConditionsOperation in experiment
51% A solution of 2, [3-DIHYDRO- [1,] 4] dioxino [2,3-b] pyridine (prepared by the method of H. Neunhoffer et [AL,] Chem. , Ber. , 1990,123 (12), [2453)] (1. [37G,] 10 mmol) in tetrahydrofuran (20 ml) under argon [AT-78C] was treated over 15 minutes with a solution of n-butyl lithium (20 mmol) in tetrahydrofuran (8 ml). After 30 minutes a solution of [1,] [2-DIBROMO-1, 1,] 2,2-tetrafluoro-ethane (2.6g, 10 mmol) in tetrahydrofuran (10 ml) was added dropwise over 5 minutes. After a further 30 minutes the cooling bath was removed and saturated aqueous ammonium chloride (20ml) and ether (20 ml) were added. The mixture was allowed to warm to room temperature then partitioned between [ETHER/WATER.] The organic extract was washed with half-saturated brine, dried and evaporated. The residue was chromatographed on silica eluting with a 0-30% gradient of ethyl acetate in dichloromethane affording a yellow solid [(1.] [LG, 51%).] MS (+ve ion electrospray) [M/Z] 217 (MH+).
1000 mg To a stirred solution of 2,3-dihydro-[l,4]dioxino[2,3-b]pyridine (2000 mg; 14.3 mmol) in THF (15 mL) was added n-butyllithium solution, 1.6N in n-Hex (17.9 mL; 28.6 mmol) at -78 C. After 0.5 h, a solution of 1 ,2-dibromotetrafluoroethane (1.74 mL; 14.3 mmol) in THF (5 mL) was added dropwise over 5 min at -78 C. The reaction mixture was further stirred for 0.5 h. A saturated aqueous solution of NH4C1 (10 mL) was cautiously added, followed by the addition of EA (50 mL). The organic layer was successively washed with water and brine, dried over Na2S04, filtered and concentrated to dryness. The residue was purified by column chromatography (silica gel; 2-methylpentane : EA; 7:3; v/v) to afford 8-bromo-2,3- dihydro-[l,4]dioxino[2,3-b]pyridine (1000 mg) as a white solid. (0872) MS m/z (+ESI): 216.1, 218.1 [M+H]+. (0873) 'H-NMR (400 MHz, DMSO-i delta ppm: 7.61 (d, J = 5.2 Hz, 1H), 7.24 (d, J = 5.2 Hz, 1H), 4.45 - 4.42 (m, 2H), 4.36 - 4.34 (m, 2H).
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