N-[N-benzyloxycarbonyl-L-prolyl]morpholine → HCID 7175777, compound

HRID 64833Notes

Reaction equation

HRID 64833 reaction equation
C(OC([N:11]1[CH2:23][CH2:22][CH2:21][C@H:12]1[C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=[O:14])=O)C1C=CC=CC=1.[H][H]>C(O)C.[C].[Pd]>[NH:11]1[CH2:23][CH2:22][CH2:21][C@H:12]1[C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=[O:14]

Participants

5

Reactant 2

HCID 13564348N-[N-benzyloxycarbonyl-L-prolyl]morpholineHCID 178418361HCID 178418361, compound

Product 1

HCID 7175777HCID 7175777, compoundYield 98.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In 100 ml of ethanol was suspended 4.9 g of compound (83) and after adding thereto 250 mg of 10% palladium carbon, the mixture was stirred for 4 hours in a hydrogen stream. After filtering off 10% palladiumcarbon, ethanol was distilled off under reduced pressure from the filtrate to provide 2.8 g of crude N-(L-prolyl)morpholine (84).

Workup

  1. additionafter adding
  2. filtrationAfter filtering off 10% palladiumcarbon, ethanol
  3. distillationwas distilled off under reduced pressure from the filtrate

Sources & evidence

ORD record
ord-e2675e6625244e5994b3cd4e34c27086
Source dataset
uspto-grants-1986_09
Patent number
US04610821

Reaction notes

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