Hydrochloric Acid → HCID 53867993, compound

HRID 361723Notes

Reaction equation

HRID 361723 reaction equation
[CH2:1]([N:3]([CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16]CC2C=CC=CC=2)[CH:11]=1)[CH2:4][CH3:5])[CH3:2].Cl>C(O)C.[Pd]>[CH2:1]([N:3]([CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([OH:16])[CH:11]=1)[CH2:4][CH3:5])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 53647176HCID 53647176, compound

Product 1

HCID 53867993HCID 53867993, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of N,N-diethyl-3-(3-benzyloxyphenoxy)propylamine (0.7 g) in ethanol was treated with ethereal hydrogen chloride solution and the mixture hydrogenated in the presence of Pd/C (0.25 g, 5% w/w) for 2 hours. The catalyst was removed by filtration and the filtrate evaporated. The residue was crystallised from a mixture of ethanol and ether to give N,N-diethyl-3-(3-hydroxyphenoxy)propylamine (0.4 g), m/z 223.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated
  3. customThe residue was crystallised from a mixture of ethanol and ether

Sources & evidence

ORD record
ord-366dad1afe1c4f419113410fdb4c2b67
Source dataset
uspto-grants-1999_02
Patent number
US05866611

Reaction notes

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