2-(2,2-Dimethyl-3-nitropropyl)-2-methyl-[1,3]dioxolane → HCID 57455404, compound

HRID 2362543Notes

Reaction equation

HRID 2362543 reaction equation
[CH3:1][C:2]([CH3:14])([CH2:10][N+:11]([O-])=O)[CH2:3][C:4]1([CH3:9])[O:8][CH2:7][CH2:6][O:5]1.[H][H]>[Pt].C(O)C>[CH3:1][C:2]([CH3:14])([CH2:3][C:4]1([CH3:9])[O:5][CH2:6][CH2:7][O:8]1)[CH2:10][NH2:11]

Participants

5

Reactant 2

HCID 146380512-(2,2-Dimethyl-3-nitropropyl)-2-methyl-[1,3]dioxolaneHCID 178418361HCID 178418361, compound

Product 1

HCID 57455404HCID 57455404, compoundYield 101.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A Parr hydrogenation vessel was charged with 2-(2,2-dimethyl-3-nitropropyl)-2-methyl-[1,3]dioxolane (23.1 g, 113 mmol), 5% platinum on carbon catalyst (3.0 g) and ethanol (250 mL); placed on a Parr shaker; and the system pressurized to 50 psi (3.4×105 Pa) hydrogen. After shaking for 24 hours, the reaction mixture was filtered through CELITE filter agent and concentrated under reduced pressure to provide 2,2-dimethyl-3-(2-methyl-[1,3]dioxolan-2-yl)propylamine (19.8 g) as an oil that was used directly in the next step without further purification.

Workup

  1. filtrationthe reaction mixture was filtered through CELITE
  2. filtrationfilter agent
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ba6d481014c04032b6752c301d98c776
Source dataset
uspto-grants-2014_04
Patent number
US08691837B2

Reaction notes

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