HCID 19863387, compound → HCID 19863401, compound

HRID 1164956Notes

Reaction equation

HRID 1164956 reaction equation
[ClH:1].[CH2:2]([N:4]([CH2:18][CH3:19])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1)[CH3:3].[H][H]>CO.[Pd]>[ClH:1].[ClH:1].[CH2:18]([N:4]([CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=1)[CH3:19]

Participants

5

Reactant 2

HCID 19863387HCID 19863387, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19863401HCID 19863401, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogenate a solution of 8.5 g (29.4 mmol) of N,N-diethyl-3-(4-nitrophenoxy)propanamine hydrochloride in 100 mL of methanol over 0.92 g of 10% palladium on carbon catalyst at 40-45 psi at room temperature. When hydrogen uptake ceases remove the catalyst by filtration and add 5 mL of concentrated hydrochloric acid. Remove the solvent in vacuo. Recrystallize the residue from ethanol to obtain the title compound.

Workup

  1. customat room temperature
  2. customremove the catalyst
  3. filtrationby filtration
  4. additionadd 5 mL of concentrated hydrochloric acid
  5. customRemove the solvent in vacuo
  6. customRecrystallize the residue from ethanol

Sources & evidence

ORD record
ord-7f8b446ad9294d6493ce1d9674103971
Source dataset
uspto-grants-1990_03
Patent number
US04906634

Reaction notes

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