Ammonium formate → HCID 89725915, compound

HRID 880236Notes

Reaction equation

HRID 880236 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH:21]([CH3:23])[CH3:22])[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>>[CH:21]([O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1)([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 2723923Ammonium formateHCID 89726046HCID 89726046, compound

Product 1

HCID 89725915HCID 89725915, compoundYield 63%

Procedure

Under a nitrogen atmosphere combine 4-benzyl-2-(2-isopropoxyphenyl)morpholine (0.51 g, 2 mmol), 10% PdOH/Carbon (0.51 g, 10 mol %) and anhydrous ammonium formate (0.53 g, 10 mmol). Heat the resulting mixture to reflux and stir. Monitor the progress of the reaction via thin layer chromatography. After completion, filter reaction mixture through a pad of Celite®; collect the filtrate; and remove the solvent under reduced pressure to give the title compound as an oil (0.25 g, 63%). MS (m/z): 433 (M+1).

Workup

  1. temperatureHeat the resulting mixture
  2. temperatureto reflux
  3. customMonitor the progress of the reaction via thin layer chromatography
  4. filtrationAfter completion, filter
  5. customreaction mixture through a pad of Celite®
  6. customcollect the filtrate
  7. customand remove the solvent under reduced pressure

Sources & evidence

ORD record
ord-e023757670364bbdb19bf3c157b6ac74
Source dataset
uspto-grants-2015_03
Patent number
US08993568B2

Reaction notes

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