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Chemical Structure| 302355-79-9 Chemical Structure| 302355-79-9

Structure of 302355-79-9

Chemical Structure| 302355-79-9

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Product Details of [ 302355-79-9 ]

CAS No. :302355-79-9
Formula : C7H14N2O
M.W : 142.20
SMILES Code : N1(C2CNC2)CCOCC1
MDL No. :MFCD09264459

Safety of [ 302355-79-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 302355-79-9 ]

* 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 [ 302355-79-9 ]

[ 302355-79-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 22162-22-7 ]
  • [ 302355-79-9 ]
  • 4-[1-(2,3-dimethyl-5-nitrophenyl)azetidin-3-yl]morpholine [ No CAS ]
YieldReaction ConditionsOperation in experiment
52.6% With [2-(di-tert-butylphosphino)-2?,4?,6?-triisopropyl-1,1?-biphenyl][2-((2-aminoethyl)phenyl)]palladium(II) chloride; sodium t-butanolate; In 1,4-dioxane; tert-butyl alcohol; at 20℃; for 4.0h;Inert atmosphere; 1-Bromo-2,3-dimethyl-5-nitro-benzene (2.5 g, 10.87 mmol) and 4- (azetidin-3-yl)morpholine (2.573 g, 1 1.96 mmol) were dissolved /suspended in dry 1,4-dioxane (20 mL) and tert-butanol (60 mL) and purged with nitrogen for several minutes. During the purge, chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) (t-BuXPhos Palladacycle) (750 mg, 1.087 mmol) followed by sodium tert-butoxide (3.66 g, 38.04 mmol) were added. The reaction was stirred at ambient temperature for 4 hours under nitrogen. The reaction was diluted with methanol and all solvents removed under reduced pressure. The crude residue was stirred in water overnight and isolated via suction filtration. The precipitate was dissolved in dichloromethane and washed with brine, dried with sodium sulfate and purified by silica gel chromatography (0-10percent methanol/ethyl acetate). The purified material was concentrated to dryness under reduced pressure and triturated with diethyl ether, stirred until powdered and collected via suction filtration (air dried) to yield 4-[1-(2,3-dimethyl-5-nitro-phenyl)azetidin-3-yl]morpholine (1.85 g, 5.715 mmol, 52.6percent). 1HNMR (300 MHz, CDCl3) delta 7.57 (d, J = 2.1 Hz, 1H), 7.32 - 7.16 (insolvent peak included, 1H), 4.08 (t, J = 7.2 Hz, 2H), 3.83 - 3.67 (m, 6H), 3.37 - 3.14 (m, 1H), 2.53 - 2.36 (m, 4H), 2.32 (s, 3H), 2.17 (s, 3H) ppm. ESI-MS m/z calc. 291.1583, found 292.29, Retention time: 0.61 minutes.
 

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