HCID 15614680, compound → HCID 13653956, compound

HRID 280295Notes

Reaction equation

HRID 280295 reaction equation
[CH2:1]([N:8]([CH2:10][CH:11]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1)C)C1C=CC=CC=1>C(O)C.[Pd]>[CH3:1][NH:8][CH2:10][CH:11]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1

Participants

4

Reactant 1

HCID 15614680HCID 15614680, compound

Product 1

HCID 13653956HCID 13653956, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of N-benzyl-N-methyl-2-benzyl-3-(3-methoxyphenoxy)propylamine (7.0 g) in ethanol (100 ml) is hydrogenated at room temperature and atmospheric pressure until uptake ceases, using 10% palladium on charcoal (2.0 g) as catalyst. The catalyst is filtered off (Hi-flo) and the solvent removed under reduced pressure to give N-methyl-2-benzyl-3-(3-methoxyphenoxy)propylamine as an oil, which is converted with oxalic acid in ether of N-methyl-2-benzyl-3-(3-methoxyphenoxy)propylamine oxalate, m.p. 127°-129° C.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationThe catalyst is filtered off (Hi-flo)
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-6e8287d439634a8294da9f3909d7c9aa
Source dataset
uspto-grants-1986_05
Patent number
US04588746

Reaction notes

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