HCID 86733813, compound → HCID 21430405, compound

HRID 1283098Notes

Reaction equation

HRID 1283098 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][O:12][CH:11]([CH2:15][N:16]([C:23]([O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:24])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10]1)C1C=CC=CC=1.[H][H]>O.C(O)C.[Pd]>[ClH:1].[O:25]([C:23]([N:16]([CH2:15][CH:11]1[O:12][CH2:13][CH2:14][NH:9][CH2:10]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:24])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

6

Reactant 2

HCID 86733813HCID 86733813, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21430405HCID 21430405, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 4-benzyl-2-(N-phenoxycarbonylanilino)methylmorpholine hydrochloride (9 g.) in water (75 ml.) and ethanol (200 ml.) is shaken in an atmosphere of hydrogen in the presence of palladium on charcoal catalyst (0.5 g.; 5%) until no further hydrogen is absorbed. The catalyst is removed by filtration and the filtrate is then evaporated to give a white residue which is recrystallised from methanol/ether to give 2-(N-phenoxycarbonylanilino)methylmorpholine hydrochloride, m.p. 179°-181°C.

Workup

  1. customis absorbed
  2. customThe catalyst is removed by filtration
  3. customthe filtrate is then evaporated
  4. customto give a white residue which
  5. customis recrystallised from methanol/ether

Sources & evidence

ORD record
ord-4d5827c9ea53444b874e1b523356f899
Source dataset
uspto-grants-1976_08
Patent number
US03974158

Reaction notes

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