Ethyl Acetate → HCID 15186683, compound

HRID 1106857Notes

Reaction equation

HRID 1106857 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][N:11]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[CH3:12])=[CH:6][CH:5]=1)([O-])=O.C(OCC)(=O)C>CO.[H][H].[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][N:11]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[CH3:12])=[CH:25][CH:26]=1

Participants

6

Reactant 2

HCID 8857Ethyl AcetateHCID 18789949HCID 18789949, compound

Product 1

HCID 15186683HCID 15186683, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

The 1-(4-nitrophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane prepared in (2) above in an amount of 5.5 g (0.015 mol) was dissolved in methanol (200 ml) and ethyl acetate (200 ml) and, thereafter, 10% Pd/C (2 g) was added to the resulting reaction solution and the reaction mixture was stirred in hydrogen gas for 8 h, followed by filtration and concentration under vacuum to yield the end compound 1-(4-aminophenoxy)-2-[N-(3,4-dimethoxyphenethyl)-N-methylamino]ethane (5 g).

Workup

  1. filtrationfollowed by filtration and concentration under vacuum

Sources & evidence

ORD record
ord-e2c762875d81401182102e537779b127
Source dataset
uspto-grants-2000_05
Patent number
US06057358

Reaction notes

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