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]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% palladium-carbon, ethanol was distilled off under reduced pressure from the filtrate to provide 2.8 g of crude N-(L-prolyl)morpholine (84).
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