Ethanol → HCID 19777235, compound

HRID 373924Notes

Reaction equation

HRID 373924 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][O:12][CH:11]([CH2:15][O:16][C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:10]1)C1C=CC=CC=1.C(O)C>[C].[Pd].O>[ClH:1].[C:17]([O:16][CH2:15][CH:11]1[O:12][CH2:13][CH2:14][NH:9][CH2:10]1)(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 19777237HCID 19777237, compound

Product 1

HCID 19777235HCID 19777235, compoundYield 60.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

10% Palladium-carbon (40 g) and 4-benzyl-2-benzoyloxymethylmorpholine hydrochloride (202 g) are added to a mixture of ethanol (600 ml) and water (200 ml), and the mixture is stirred under hydrogen pressure of 10 kg/cm2 at 40° C. for 5 hours. Palladium-carbon is filtered off, and the solvent is distilled off under reduced pressure. To the residue is added ethanol, and the mixture is distilled under reduced pressure. This procedure is repeated three times. The resulting crystals are washed with ether and recrystallized from chloroform-ethanol to give the title compound (91 g) as colorless crystals.

Workup

  1. filtrationPalladium-carbon is filtered off
  2. distillationthe solvent is distilled off under reduced pressure
  3. additionTo the residue is added ethanol
  4. distillationthe mixture is distilled under reduced pressure
  5. washThe resulting crystals are washed with ether
  6. customrecrystallized from chloroform-ethanol

Sources & evidence

ORD record
ord-b4acf1c5e8af4dca9b635dc9e3366001
Source dataset
uspto-grants-1992_11
Patent number
US05166203

Reaction notes

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