Ethylene Glycol → HCID 67929742, compound

HRID 1031317Notes

Reaction equation

HRID 1031317 reaction equation
[OH-:1].[K+].[CH2:3]1[O:11][C:10]2[CH:9]=[CH:8][C:7]([N+:12]([O-:14])=[O:13])=[CH:6][C:5]=2[O:4]1.[CH2:15](O)CO>>[OH:1][C:5]1[CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][C:10]=1[O:11][CH:3]([OH:4])[CH3:15]

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 757981,3-Benzodioxole, 5-nitro-

Product 1

HCID 67929742HCID 67929742, compound

Conditions

Temperature
-5 °C

Procedure

0.2 mol (11.2 g) of potassium hydroxide is dissolved in 167 ml of ethylene glycol in a boiling water bath. 0.1 mol (16.7 g) of 3,4-methylenedioxynitrobenzene is added, with stirring, the temperature being kept in the region of 100° C. After heating for two hours, the reaction medium is cooled to -5° C. The expected product crystallizes in the form of the potassium phenate. The phenate is filtered off and then redissolved in 250 ml of water, and the solution is acidified to pH=6 with concentrated hydrochloric acid. The 2-hydroxy-4-nitrophenoxyethanol precipitates. After filtration, washing with water and drying in vacuo, the expected product melts at 158° C.

Workup

  1. custombeing kept in the region of 100° C
  2. temperatureAfter heating for two hours
  3. customThe expected product crystallizes in the form of the potassium phenate
  4. filtrationThe phenate is filtered off
  5. dissolutionredissolved in 250 ml of water
  6. customThe 2-hydroxy-4-nitrophenoxyethanol precipitates
  7. filtrationAfter filtration
  8. washwashing with water
  9. customdrying in vacuo

Sources & evidence

ORD record
ord-fd7af8aba00c49a5ad4337bc0f55d37f
Source dataset
uspto-grants-1990_09
Patent number
US04954131

Reaction notes

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