Hydroxyphenylacetic acid → HCID 20296129, compound

HRID 903821Notes

Reaction equation

HRID 903821 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[ClH:12].[CH2:13]=O>>[Cl:12][CH2:13][C:7]1[CH:6]=[C:5]([CH2:8][C:9]([OH:11])=[O:10])[CH:4]=[CH:3][C:2]=1[OH:1]

Participants

4

Reactant 3

HCID 127Hydroxyphenylacetic acidHCID 313Hydrochloric AcidHCID 712Formaldehyde2×

Product 1

HCID 20296129HCID 20296129, compound

Procedure

4-Hydroxybenzene acetic acid, 0.5 mole, is added to concentrated hydrochloric acid, 50 ml, then 0.5 mole of formaldehyde in the form of a 34-38% solution of formalin is added. Hydrogen chloride is bubbled through the reaction mixture for 60 minutes while maintaining the temperature of the reaction mixture at 35° to 45° C. The reaction mixture is poured into water and the title compound is extracted from the aqueous solution with ethyl acetate. The ethyl acetate is dried over magnesium sulfate, filtered and removed to give the title compound.

Workup

  1. customHydrogen chloride is bubbled through the reaction mixture for 60 minutes
  2. temperaturewhile maintaining the temperature of the reaction mixture at 35° to 45° C
  3. additionThe reaction mixture is poured into water
  4. extractionthe title compound is extracted from the aqueous solution with ethyl acetate
  5. dry with materialThe ethyl acetate is dried over magnesium sulfate
  6. filtrationfiltered
  7. customremoved

Sources & evidence

ORD record
ord-d2af024080d74204a4b09bfc799987ac
Source dataset
uspto-grants-1980_10
Patent number
US04229363

Reaction notes

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