3-(3'-Hydroxyphenyl)propionic acid → Methyl 3-(3-hydroxyphenyl)propionate

HRID 394493Notes

Reaction equation

HRID 394493 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.[CH3:13]O>S(=O)(=O)(O)O>[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 913-(3'-Hydroxyphenyl)propionic acidHCID 887Methanol

Product 1

HCID 1512675Methyl 3-(3-hydroxyphenyl)propionate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

1 g of 3-hydroxy-benzenepropanoic acid is mixed in 20 ml of methanol and 8 drops of sulphuric acid, the reaction medium is taken to reflux for 2 hours then evaporated under reduced pressure and purified by chromatography eluting with an AcOEt/Cyclohexane mixture 50/50. 1.07 g of expected product is obtained.

Workup

  1. temperatureto reflux for 2 hours
  2. customthen evaporated under reduced pressure
  3. custompurified by chromatography
  4. washeluting with an AcOEt/Cyclohexane mixture 50/50

Sources & evidence

ORD record
ord-888b80259c3e4369881159b86a938bfc
Source dataset
uspto-grants-2003_08
Patent number
US06602878B1

Reaction notes

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