HCID 131731162, compound → rel-(2R,6S)-2-Methyl-6-(trifluoromethyl)morpholine

HRID 473980Notes

Reaction equation

HRID 473980 reaction equation
C([N:8]1[CH2:13][C@@H:12]([CH3:14])[O:11][C@H:10]([C:15]([F:18])([F:17])[F:16])[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[F:18][C:15]([F:16])([F:17])[C@H:10]1[O:11][C@H:12]([CH3:14])[CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 2

HCID 131731162HCID 131731162, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67216126rel-(2R,6S)-2-Methyl-6-(trifluoromethyl)morpholineYield 67.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-benzyl-trans-2-trifluoromethyl-6-methylmorpholine [1223452-62-7] (7.5 g, 28.93 mmol) was added to a suspension of Pd/C 10% (1 g) in methanol (150 mL). The reaction mixture was stirred at room temperature under a hydrogen atmosphere until 1 equivalent of hydrogen was absorbed. The catalyst was removed by filtration over diatomaceous earth. The solvent was evaporated, yielding 3.3 g (67%) of Intermediate 30 as an oil that was used without further purification.

Workup

  1. customwas absorbed
  2. customThe catalyst was removed by filtration over diatomaceous earth
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-01d325a6a63c413dad091ad2bdb671a3
Source dataset
uspto-grants-2014_01
Patent number
US08637510B2

Reaction notes

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