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Chemical Structure| 1266238-75-8 Chemical Structure| 1266238-75-8

Structure of 1266238-75-8

Chemical Structure| 1266238-75-8

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Product Details of [ 1266238-75-8 ]

CAS No. :1266238-75-8
Formula : C12H16FNO
M.W : 209.26
SMILES Code : FC[C@H]1N(CC2=CC=CC=C2)CCOC1
MDL No. :MFCD20489337

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Application In Synthesis of [ 1266238-75-8 ]

* 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 [ 1266238-75-8 ]

[ 1266238-75-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 101376-26-5 ]
  • [ 1266238-75-8 ]
YieldReaction ConditionsOperation in experiment
70% With diethylamino-sulfur trifluoride; In dichloromethane; at 0 - 20℃; for 3h; Step 1 (S)-4-benzyl-3-(fluoromethyl)morpholine To a solution of Int. N (6.81 g, 3.28 mmol) in CH2Cl2 (50 mL) at 0 C. was added diethylaminosulfur trifluoride (6.26 mL, 4.9 mmol) dropwise and the resulting mixture was stirred at RT for 3 h. The reaction mixture was added dropwise to ice-water, aq. sat. NaHCO3 was added to adjust to pH=8, and the aqueous layer was extracted with CH2Cl2 (3*50 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (90% EtOAc in hexanes) to afford the title compound (5.18 g, 70% yield) as a yellow liquid. MS (ES+) Cl2H16FNO requires: 209, found: 210 [M+H]+.
Hexafluoropropene diethylamine complex (1.25 ml, 6.89 mmol) was added dropwise at -30 under N2 to a solution of BB14-a (1.19 g, 5.74 mmol) in dry DCM (100 ml) and the resulting reaction mixture was stirred at rt for 3h. The solution was then washed with water and sat. aq. NaHC03, dried over Na2S04 and evaporated in vacuo. The residue was dissolved in methanol (100 ml) and the solution was added to a 30% CH3ONa solution in methanol (209 ml). After 30 min of stirring, acetic acid (0.9 ml) was added and the mixture was concentrated in vacuo. DCM and water were added to the residue and the organic phase was separated, dried over Na2S04 and concentrated in vacuo. The residue was purified by column chromatography on silica which gave a crude mixture (1.014 g) containing mainly the title compound and 4-benzyl-6- fluoroperhydro-1 ,4-ixazepine. The crude mixture was used in the next step without further purification. MS (ESI): 210 [M+H]+.
 

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