Methanol → HCID 86756333, compound

HRID 567935Notes

Reaction equation

HRID 567935 reaction equation
[Na].[CH3:2][OH:3].[N+:4]([O:7][CH2:8][C:9]([CH2:17][O:18][N+:19]([O-:21])=[O:20])([CH2:12][O:13][N+:14]([O-:16])=[O:15])[CH2:10]Br)([O-:6])=[O:5]>O>[N+:4]([O:7][CH2:8][C:9]([CH2:17][O:18][N+:19]([O-:21])=[O:20])([CH2:12][O:13][N+:14]([O-:16])=[O:15])[CH2:10][O:3][CH3:2])([O-:6])=[O:5]

Participants

5

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 20812244HCID 20812244, compound

Product 1

HCID 86756333HCID 86756333, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.025 mol of sodium and 0.12 mol of absolute methanol are used to prepare the methylate solution. 0.02 mol of 3-nitryloxy-2,2-bis(nitryloxymethyl)propyl bromide is added and the mixture is refluxed for 5 hours, with stirring and with the exclusion of moisture. After cooling, the reaction mixture is added to 5 times the amount of water and the ether (Me-PETriN ether) is separated off, washed again with water, dried and purified by column chromatography. Yield: 75%. Elemental analysis: (C: conforms, H: conforms, N: conforms).

Workup

  1. customto prepare the methylate solution
  2. temperaturethe mixture is refluxed for 5 hours
  3. temperatureAfter cooling
  4. customthe ether (Me-PETriN ether) is separated off
  5. washwashed again with water
  6. customdried
  7. custompurified by column chromatography

Sources & evidence

ORD record
ord-80901ae48bce4ebe9737454a3fb4e92a
Source dataset
uspto-grants-2001_01
Patent number
US06180664B2

Reaction notes

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