HCID 10059379, compound → (2S)-2-(Methoxymethyl)morpholine--hydrogen chloride (1/1)

HRID 373917Notes

Reaction equation

HRID 373917 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][C@H:10]([CH2:14][O:15][CH3:16])[CH2:9]1)C1C=CC=CC=1.[ClH:17].O1CCOCC1>C(O)C.[C].[Pd]>[ClH:17].[CH3:16][O:15][CH2:14][C@H:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 2

HCID 10059379HCID 10059379, compoundHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 53338717(2S)-2-(Methoxymethyl)morpholine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

(2S)-4-Benzyl-2-methoxymethylmorpholine (3 g) is dissolved in ethanol (50 ml) and thereto are added 4N hydrogen chloride/dioxane (3.4 ml) and 10% palladium-carbon (0.3 g), and the mixture is stirred under hydrogen pressure of 5 kg/cm2 at 40° C. for 6 hours. After removing palladium-carbon, the solvent is distilled off under reduced pressure. The residue is recrystallized from ethyl acetate-methanol to give the title compound (1.8 g).

Workup

  1. customAfter removing palladium-carbon
  2. distillationthe solvent is distilled off under reduced pressure
  3. customThe residue is recrystallized from ethyl acetate-methanol

Sources & evidence

ORD record
ord-ea16e6e580da41b89065e2ff08fac003
Source dataset
uspto-grants-1992_11
Patent number
US05166203

Reaction notes

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