HCID 20066624, compound → HCID 20066637, compound

HRID 358768Notes

Reaction equation

HRID 358768 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:28])[C:16]2[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=2)[CH2:11][CH:10]1[CH2:29][O:30][CH2:31][CH3:32])C1C=CC=CC=1>CO.[H][H].[C].[Pd]>[ClH:1].[CH2:31]([O:30][CH2:29][CH:10]1[NH:9][CH2:14][CH2:13][N:12]([C:15](=[O:28])[C:16]2[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=2)[CH2:11]1)[CH3:32]

Participants

5

Reactant 1

HCID 20066624HCID 20066624, compound

Product 1

HCID 20066637HCID 20066637, compoundYield 99.2%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

In methanol (15 ml) is dissolved 1-benzyl-2-ethoxymethyl-4-(3,4,5-trimethoxybenzoyl)piperazine hydrochloride (1.0 g) obtained in Reference Example 12. To the solution is added 10% palladium-carbon (0.3 g), and the mixture is stirred for 3 hours in hydrogen streams. The reaction mixture is subjected to filtration, and the filtrate is subjected to distillation under reduced pressure to leave crystals, followed by recrystallization from ethanol-ether to afford 3-ethoxymethyl-1-(3,4,5-trimethoxybenzoyl)piperazine hydrochloride (0.8 g) as colorless crystals, m.p 203-204° C.

Workup

  1. customobtained in Reference Example 12
  2. filtrationThe reaction mixture is subjected to filtration
  3. distillationthe filtrate is subjected to distillation under reduced pressure
  4. customto leave crystals
  5. customfollowed by recrystallization from ethanol-ether

Sources & evidence

ORD record
ord-30d0759a13ae4f3083c9be52c6b186d1
Source dataset
uspto-grants-1991_03
Patent number
US04997836

Reaction notes

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