Ethylene Glycol → HCID 54142063, compound

HRID 257507Notes

Reaction equation

HRID 257507 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[N:14]([CH2:15][C:16]([OH:18])=[O:17])[N:13]=[N:12][N:11]=1.S(=O)(=O)(O)O.[CH2:24](O)[CH2:25][OH:26]>>[OH:26][CH2:25][CH2:24][O:17][C:16](=[O:18])[CH2:15][N:14]1[C:10]([C:2]2[O:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[CH:3]=2)=[N:11][N:12]=[N:13]1

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 1118Sulfuric AcidHCID 19783461HCID 19783461, compound

Product 1

HCID 54142063HCID 54142063, compoundYield 75.4%

Conditions

Temperature
90 °C

Procedure

To a solution of 2.4 g (9.8 mM) of [5-(2-benzofuryl) tetrazol-1-yl]acetic acid in 12 ml of ethylene glycol was added 1 ml of sulfuric acid. After the addition, the mixture was stirred at 90° C. for 2.5 hrs. The mixture was then poured into ice-water and the precipitated crystal was filtered off, washed with water and then dissolved in ethyl acetate. The organic solution was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resultant residue was recrystallized from methyl alcohol, to give 2.14 g (yield 75.4%) of [5-(2-benzofuryl)tetrazol-1-yl]acetic acid 2-hydroxyethyl ester.

Workup

  1. additionAfter the addition
  2. filtrationthe precipitated crystal was filtered off
  3. washwashed with water
  4. dissolutiondissolved in ethyl acetate
  5. dry with materialThe organic solution was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resultant residue was recrystallized from methyl alcohol

Sources & evidence

ORD record
ord-debce8f5134f400f9300ae241b8a5633
Source dataset
uspto-grants-1993_11
Patent number
US05262433

Reaction notes

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