Ammonium formate → 2-ethyl-6-methylmorpholine

HRID 245521Notes

Reaction equation

HRID 245521 reaction equation
C([N:8]1[CH2:13][CH:12]([CH3:14])[O:11][CH:10]([CH2:15][CH3:16])[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[CH2:15]([CH:10]1[O:11][CH:12]([CH3:14])[CH2:13][NH:8][CH2:9]1)[CH3:16]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 67357185HCID 67357185, compound2×

Product 1

HCID 203004302-ethyl-6-methylmorpholine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of 4-benzyl-2-ethyl-6-methyl-morpholine (Intermediate 496, 2.0 g, 9.13 mmol) in methanol (30 mL) was added ammonium formate (2.35 g, 10.77 mmol) followed by 10% Pd/C (1.0 g) and mixture was heated at 65° C. for 1 hour. It was cooled and filtered through celite pad, washed with excess methanol and concentrated. The residue thus obtained was distilled. Yield: 1.0 g (85%)

Workup

  1. temperatureIt was cooled
  2. filtrationfiltered through celite pad
  3. washwashed with excess methanol
  4. concentrationconcentrated
  5. customThe residue thus obtained
  6. distillationwas distilled

Sources & evidence

ORD record
ord-7622e94fe4314778892dbe687fadf25a
Source dataset
uspto-grants-2014_02
Patent number
US08658641B2

Reaction notes

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