Sulfuric Acid → HCID 23469771, compound

HRID 128468Notes

Reaction equation

HRID 128468 reaction equation
[C:1]1([C:6]([C:8]2[CH:20]=[CH:19][C:11]([O:12][C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.S1C=CC=[C:22]1C(C1C=CC(O)=CC=1)=O.S(=O)(=O)(O)O>CO>[C:1]1([C:6]([C:8]2[CH:20]=[CH:19][C:11]([O:12][C:13]([CH3:17])([CH3:18])[C:14]([O:16][CH3:22])=[O:15])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 130205054-(Thiophene-2-carbonyl)phenolHCID 23469763HCID 23469763, compound

Product 1

HCID 23469771HCID 23469771, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[4-(2-Thenoyl)-phenoxy]-2-methyl-propionic acid (M.p. 157° C.; 29 g; obtained according to the procedure described in Example 2 from 2-thienyl(4-hydroxy-phenyl)ketone) is dissolved in anhydrous methanol (300 ml), concentrated sulfuric acid (2 ml) is then added thereto and the mixture is heated for 6 hours at the reflux temperature. The solvent is then evaporated off under reduced pressure and the residue is dissolved in ethyl ether; the organic phase is washed with an aqueous sodium hydroxide solution. After neutralization and drying, the ether is evaporated off and the methyl ester is recrystallized from ethanol, to give 29 g of product which melts at 85° C.

Workup

  1. customobtained
  2. temperaturethe mixture is heated for 6 hours at the reflux temperature
  3. customThe solvent is then evaporated off under reduced pressure
  4. dissolutionthe residue is dissolved in ethyl ether
  5. washthe organic phase is washed with an aqueous sodium hydroxide solution
  6. customAfter neutralization and drying
  7. customthe ether is evaporated off
  8. customthe methyl ester is recrystallized from ethanol

Sources & evidence

ORD record
ord-c0e4601c3c304f019e222cc991f1fd62
Source dataset
uspto-grants-1981_03
Patent number
US04259509

Reaction notes

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