Morpholine, 3-(fluoroMethyl)-4-(phenylMethyl)-, (3S)- synthesis

7synthesis methods

Product Name:Morpholine, 3-(fluoroMethyl)-4-(phenylMethyl)-, (3S)-
CAS Number:1266238-75-8
Molecular formula:C12H16FNO
Molecular Weight:209.26

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Morpholine, 3-(fluoroMethyl)-4-(phenylMethyl)-, (3S)-

1266238-75-8
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Yield:1266238-75-8 70%

Reaction Conditions:

with diethylamino-sulfur trifluoride in dichloromethane at 0 - 20; for 3 h;

Steps:

(S)-4-benzyl-3-(fluoromethyl)morpholine

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]⁺.

References:

US2019/16713,2019,A1 Location in patent:Paragraph 0738-0741

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References

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References

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References

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References