N-benzyl-2-fluoromethylmorpholine hydrochloride → 2-(Fluoromethyl)morpholine hydrochloride

HRID 373918Notes

Reaction equation

HRID 373918 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][O:12][CH:11]([CH2:15][F:16])[CH2:10]1)C1C=CC=CC=1.[H][H]>C(O)C.[C].[Pd]>[ClH:1].[F:16][CH2:15][CH:11]1[O:12][CH2:13][CH2:14][NH:9][CH2:10]1

Participants

5

Reactant 2

HCID 19777226N-benzyl-2-fluoromethylmorpholine hydrochlorideHCID 178418361HCID 178418361, compound

Product 1

HCID 197772512-(Fluoromethyl)morpholine hydrochlorideYield 64.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-benzyl-2-fluoromethylmorpholine hydrochloride (1.46 g) in ethanol (85 ml) is added 10% palladium-carbon (0.2 g), and the mixture is stirred under hydrogen atmosphere (maximum hydrogen pressure: 6 kg/cm2) at room temperature. After completion of absorption of hydrogen gas, palladium-carbon is filtered off, and the filtrate is concentrated under reduced pressure. To the residue are added ether (2 ml) and ethanol (0.5 ml), and the precipitated crystals are separated by filtration and dried under reduced pressure to give the title compound (0.6 g).

Workup

  1. customAfter completion of absorption of hydrogen gas, palladium-carbon
  2. filtrationis filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionTo the residue are added ether (2 ml) and ethanol (0.5 ml)
  5. customthe precipitated crystals are separated by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-1f526782ae524eec86a2529c810fc73e
Source dataset
uspto-grants-1992_11
Patent number
US05166203

Reaction notes

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