Ethanol → Morpholine, acetate

HRID 1834209Notes

Reaction equation

HRID 1834209 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[H][H].C([OH:11])C>C(O)(=O)C.CO.[Pd]>[C:5]([OH:11])(=[O:4])[CH3:6].[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

7

Reactant 3

HCID 702EthanolHCID 8083MorpholineHCID 178418361HCID 178418361, compound

Product 1

HCID 11964105Morpholine, acetateYield 82%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

Into a suspension of 1.0 g(0.00186 mole) of 4-[NG -nitro-N2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl]morpholine and 0.1 g of palladium black in 30 ml of ethanol and 10 ml of acetic acid was passed hydrogen gas for 60 hours at room temperature. Upon completion of the reaction, the catalyst was filtered off, and the solvent was evaporated under reduced pressure to give a viscous oily residue, which was taken up in methanol and reprecipitated with ether to afford 4-[N2 -(6,7-dimethoxy-2-naphthalenesulfonyl)-L-arginyl] morpholine acetate in the powder form in a yield of 82%.

Workup

  1. customfor 60 hours
  2. customat room temperature
  3. customUpon completion of the reaction
  4. filtrationthe catalyst was filtered off
  5. customthe solvent was evaporated under reduced pressure
  6. customto give a viscous oily residue, which
  7. customreprecipitated with ether

Sources & evidence

ORD record
ord-1ab4d7774f64428c9106038e4cac52df
Source dataset
uspto-grants-1978_01
Patent number
US04069323

Reaction notes

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