HCID 19841174, compound → 1-(3,4,5-Trimethoxybenzoyl)piperazine

HRID 1638812Notes

Reaction equation

HRID 1638812 reaction equation
COC1C=C2C(=CC=1OC)C=CC(C([N:17]1[CH2:22][CH2:21][N:20]([C:23](=[O:36])[C:24]3[CH:29]=[C:28]([O:30][CH3:31])[C:27]([O:32][CH3:33])=[C:26]([O:34][CH3:35])[CH:25]=3)[CH2:19][CH2:18]1)=O)C2.[H][H]>CO.[C].[Pd]>[CH3:31][O:30][C:28]1[CH:29]=[C:24]([CH:25]=[C:26]([O:34][CH3:35])[C:27]=1[O:32][CH3:33])[C:23]([N:20]1[CH2:21][CH2:22][NH:17][CH2:18][CH2:19]1)=[O:36]

Participants

5

Reactant 2

HCID 19841174HCID 19841174, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 28742041-(3,4,5-Trimethoxybenzoyl)piperazineYield 147.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In methanol (20 ml) is dissolved 1-(6,7-dimethoxy-3,4-dihydro-3-naphthoyl)-4-(3,4,5-trimethoxybenzoyl)piperazine (0.6 g). The solution is subjected to catalytic reduction in a stream of hydrogen in the presence of a 10% palladium-carbon (0.3 g). The reaction mixture is filtered off. The filtrate is concentrated under reduced pressure. To the concentrate is added ether, and the mixture is stirred. The resulting colorless powder is collected by filtration to afford 6,7-dimethoxy-1,2,3,4-tetrahydro-2-naphthoyl)-4-(3,4,5-trimethoxybenzoyl)piperazine (0.5 g).

Workup

  1. filtrationThe reaction mixture is filtered off
  2. concentrationThe filtrate is concentrated under reduced pressure
  3. additionTo the concentrate is added ether
  4. filtrationThe resulting colorless powder is collected by filtration

Sources & evidence

ORD record
ord-2c84251e9df349968d4e330b383d5f3a
Source dataset
uspto-grants-1989_11
Patent number
US04880809

Reaction notes

Loading…