Ethanol → Ethyl 3-(4-hydroxy-3-methylbenzofuran-2-yl)propionate

HRID 978121Notes

Reaction equation

HRID 978121 reaction equation
[OH:1][C:2]1[C:7]2[C:8]([CH3:16])=[C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:17](O)[CH3:18]>S(=O)(=O)(O)O>[OH:1][C:2]1[C:7]2[C:8]([CH3:16])=[C:9]([CH2:11][CH2:12][C:13]([O:15][CH2:17][CH3:18])=[O:14])[O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 138495513-(4-Hydroxy-3-methylbenzofuran-2-yl)propionic acid

Product 1

HCID 13849552Ethyl 3-(4-hydroxy-3-methylbenzofuran-2-yl)propionate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of 3-(4-hydroxy-3-methylbenzofuran-2-yl)propionic acid (400 mg, 1.8 mmole) in 1% sulfuric acid in ethanol was kept at room temperature for 18 hours. The mixture was concentrated. The residue was taken up in diethyl ether, washed with water twice, dried with Na2SO4, filtered, concentrated and chromatographed to obtain 280 mg of the title compound, m.p. 61°-63° C.

Workup

  1. concentrationThe mixture was concentrated
  2. washwashed with water twice
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed

Sources & evidence

ORD record
ord-c42baf9df6134785aa3a28332ad08949
Source dataset
uspto-grants-1987_05
Patent number
US04663347

Reaction notes

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