2-Methyl-2-nitro-1-propanol → 2-Methyl-2-nitro-1-acetoxypropane

HRID 636738Notes

Reaction equation

HRID 636738 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][C:9]([N+:13]([O-:15])=[O:14])([CH3:12])[CH2:10][OH:11].C(N(CC)CC)C>ClCCl>[CH3:8][C:9]([N+:13]([O-:15])=[O:14])([CH3:12])[CH2:10][O:11][C:1](=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 64422-Methyl-2-nitro-1-propanolHCID 7918Acetic AnhydrideHCID 8471Triethylamine

Product 1

HCID 212556952-Methyl-2-nitro-1-acetoxypropaneYield 92.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (0.34 ml, 3.60 mmol) was added to a solution of 2-methyl-2-nitro-1-propanol (375.4 mg, 3.15 mmol) and triethylamine (0.80 ml, 5.74 mmol) in dichloromethane (5 ml) and stirred for 2.5 hours. The mixture was concentrated and purified by silica gel chromatography (hexane/ether=3/1) to give the title compound (467.8 mg; 92%).

Workup

  1. concentrationThe mixture was concentrated
  2. custompurified by silica gel chromatography (hexane/ether=3/1)

Sources & evidence

ORD record
ord-c7999e484ac14c7cbfc029dc0f947da1
Source dataset
uspto-grants-2001_02
Patent number
US06194461B1

Reaction notes

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