Sulfuric Acid → HCID 14249478, compound

HRID 1589416Notes

Reaction equation

HRID 1589416 reaction equation
[N:1]([CH2:4][CH:5]([OH:10])[CH:6]([OH:9])[CH2:7][OH:8])=[N+:2]=[N-:3].CO[C:13](OC)([CH3:15])[CH3:14].S(=O)(=O)(O)O.[OH-].[Na+]>CC(C)=O>[N:1]([CH2:4][CH:5]([CH:6]1[CH2:7][O:8][C:13]([CH3:15])([CH3:14])[O:9]1)[OH:10])=[N+:2]=[N-:3]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 64952,2-DimethoxypropaneHCID 14798Sodium HydroxideHCID 202471964-Azidobutane-1,2,3-triol

Product 1

HCID 14249478HCID 14249478, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 14.71 g of 4-azido-1,2,3-butanetriol in 30 ml of acetone is combined with 13.95 g of 2,2-dimethoxypropane, as well as 0.1 ml of concentrated sulfuric acid. The mixture is stirred overnight at room temperature, neutralized with 2N sodium hydroxide solution, and concentrated to dryness under vacuum. The residue is distilled with a water-jet aspirator. 2-Azido-(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol passes over as a colorless oil at 130°-132° C./13 mm. Yield: 11.79 g (63% of theory).

Workup

  1. concentrationconcentrated to dryness under vacuum
  2. distillationThe residue is distilled with a water-jet aspirator
  3. custompasses over as a colorless oil at 130°-132° C.

Sources & evidence

ORD record
ord-c4275ce7288846a694b086c6e9121113
Source dataset
uspto-grants-1986_02
Patent number
US04570007

Reaction notes

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