HCID 18472483, compound → HCID 18472400, compound

HRID 1387991Notes

Reaction equation

HRID 1387991 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-59d2d1ebed2147f9bebf529979a2dc7f
Source dataset
uspto-grants-2001_07
Patent number
US06268354B1

Reaction notes

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