1-Propanol → HCID 131720992, compound

HRID 1418799Notes

Reaction equation

HRID 1418799 reaction equation
[O:1]=[C:2]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH3:14])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].O.[C:16]1(C)[CH:21]=CC(S(O)(=O)=O)=C[CH:17]=1.C1(C)C=CC=CC=1.CCCO>O>[CH2:17]([O:4][C:3](=[O:5])[C:2]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH3:14])=[CH:8][CH:7]=1)=[O:1])[CH2:16][CH3:21]

Participants

6

Reactant 4

HCID 10311-PropanolHCID 1140TolueneHCID 521998p-Toluenesulfonic acid monohydrateHCID 50548414-Ethoxy-α-oxobenzeneacetic acid

Product 1

HCID 131720992HCID 131720992, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

10.4 g (50 mmol) of α-oxo-4-ethoxyphenylacetic acid (Bandyopahyay et al., J. Ind. Chem. Soc. 66(4), 239, 1989) and 1.0 g of p-toluenesulfonic acid-monohydrate are refluxed into a mixture of 100 ml of toluene and 50 ml of N-propanol while in a water separator until no more water separates out. Then, it is concentrated by evaporation in a vacuum, the residue is dispersed between ethyl acetate and sodium bicarbonate solution, the organic phase is dried on magnesium sulfate, filtered and concentrated by evaporation.

Workup

  1. concentrationThen, it is concentrated by evaporation in a vacuum
  2. additionthe residue is dispersed between ethyl acetate and sodium bicarbonate solution
  3. customthe organic phase is dried on magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-4fb444f1d22d4e30bd56431180d64251
Source dataset
uspto-grants-1999_03
Patent number
US05885548

Reaction notes

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