2-[3-(Trifluoromethyl)phenyl]morpholine → HCID 118323819, compound

HRID 1051388Notes

Reaction equation

HRID 1051388 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([CH:9]2[O:14][CH2:13][CH2:12][NH:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[F:17][C:18]([F:26])([F:25])[C:19](=[CH2:24])[C:20]([O:22][CH3:23])=[O:21]>>[F:17][C:18]([F:26])([F:25])[CH:19]([CH2:24][N:11]1[CH2:12][CH2:13][O:14][CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=2)[CH2:10]1)[C:20]([O:22][CH3:23])=[O:21]

Participants

3

Reactant 2

HCID 657742-[3-(Trifluoromethyl)phenyl]morpholineHCID 2782391Methyl 2-(trifluoromethyl)acrylate

Product 1

HCID 118323819HCID 118323819, compound

Procedure

In a 5 mL round-bottomed flask, 2-(3-(trifluoromethyl)phenyl)morpholine (650 mg, 2.81 mmol) was combined with methyl 2-(trifluoromethyl)acrylate (650 mg, 4.22 mmol; added slowly) to give a colorless solution and stirred at room temperature for 50 min. The crude reaction mixture was concentrated in vacuo to give an oil. The crude material was purified by flash chromatography (silica gel, 40+S, 0% to 30% ethyl acetate in hexanes) to afford 850 mg (78%)(methyl 3,3,3-trifluoro-2-((2-(3-(trifluoromethyl)phenyl)morpholino)-methyl)propanoate as a clear liquid. MH+=386.

Workup

  1. additionadded slowly)
  2. customto give a colorless solution
  3. customThe crude reaction mixture
  4. concentrationwas concentrated in vacuo
  5. customto give an oil
  6. customThe crude material was purified by flash chromatography (silica gel, 40+S, 0% to 30% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-2bef9af9fcde4139945c44cbef9bcdcf
Source dataset
uspto-grants-2016_07
Patent number
US09388172B2

Reaction notes

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