HCID 18472483, compound → HCID 18472400, compound

HRID 566061Notes

Reaction equation

HRID 566061 reaction equation
[CH3:1][N:2]([CH:13]([CH2:16][OH:17])[CH2:14][OH:15])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1>C(O)C.[C].[Pd]>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][N:2]([CH:13]([CH2:14][OH:15])[CH2:16][OH:17])[CH3:1])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 18472483HCID 18472483, compound

Product 1

HCID 18472400HCID 18472400, compoundYield 23.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In ethanol (50 ml) was dissolved 2-(N-methyl-N-(4-nitrobenzyl)amino)-1,3-propanediol (2.9 g), and catalytic reduction was carried out with 5% palladium carbon (0.15 g) at room temperature for 2 hours. The catalyst was filtered off, and the solvent of the filtrate was evaporated. The residue was purified with silica gel column (methanol/triethylamine/ethyl acetate) to give 2-(N-(4-aminobenzyl)-N-methylamino)-1,3-propanediol (0.6 g) as pale yellow amorphous.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent of the filtrate was evaporated
  3. customThe residue was purified with silica gel column (methanol/triethylamine/ethyl acetate)

Sources & evidence

ORD record
ord-241cc760bd8a443fb492c3d4904207dc
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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