Formaldehyde → HCID 20064044, compound

HRID 587015Notes

Reaction equation

HRID 587015 reaction equation
[CH3:1][N:2]1[CH2:6][CH:5]=[C:4]([CH3:7])[O:3]1.S(=O)(=O)(O)O.[CH2:13]=[O:14].[OH-].[Na+]>O>[OH:14][CH2:13][C:5]1[CH2:6][N:2]([CH3:1])[O:3][C:4]=1[CH3:7]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 21271077HCID 21271077, compound

Product 1

HCID 20064044HCID 20064044, compoundYield 19.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

2,5-dimethylisooxazole (10.0 g) was dissolved in water (100 ml). To the solution were added concentrated sulfuric acid (35.3 g) and 40% aqueous formaldehyde solution (46.4 g) at 0° C., and the mixture was heated at 70° C. overnight. The mixture was neutralized with 1N sodium hydroxide solution at 0° C. and extracted with chloroform three times. The extract was dried with magnesium sulfate, the solvent was evaporated under reduced pressure, and the resulting residue was distilled under reduced pressure to give 4-hydroxymethyl-2,5-dimethylisooxazole (2.54 g) as colorless liquid.

Workup

  1. extractionextracted with chloroform three times
  2. dry with materialThe extract was dried with magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. distillationthe resulting residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-aafe29f5f17c4b039c1a1ecd72b19461
Source dataset
uspto-grants-2005_08
Patent number
US06936602B1

Reaction notes

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