2-Methyl-2-(3-nitropropyl)-1,3-dioxolane → 3-(2-Methyl-1,3-dioxolan-2-yl)-1-propanamine

HRID 1044733Notes

Reaction equation

HRID 1044733 reaction equation
[CH3:1][C:2]1([CH2:7][CH2:8][CH2:9][N+:10]([O-])=O)[O:6][CH2:5][CH2:4][O:3]1>CO.[Pd]>[CH3:1][C:2]1([CH2:7][CH2:8][CH2:9][NH2:10])[O:6][CH2:5][CH2:4][O:3]1

Participants

4

Reactant 1

HCID 6383462-Methyl-2-(3-nitropropyl)-1,3-dioxolane

Product 1

HCID 5600073-(2-Methyl-1,3-dioxolan-2-yl)-1-propanamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar, a mixture of 2-methyl-2-(3-nitro-propyl)-[1,3]dioxolane (1.80 g, 10.27 mmol) and Pd/C 10% (176 mg) in dry MeOH (35 mL) was stirred at rt under atmospheric H2 for 11 h. The reaction mixture was then filtered and concentrated under reduced pressure to give the title compound as a colorless oil. LC-MS-conditions 02: tR=0.25 min; [M+H]+=146.41.

Workup

  1. customIn a flame dried round-bottomed flask equipped with a magnetic stir bar
  2. filtrationThe reaction mixture was then filtered
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2f1e704c1227438da0f54ac674e12714
Source dataset
uspto-grants-2013_10
Patent number
US08563714B2

Reaction notes

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