Ethanol → Ethyl 2-(4-hydroxyphenyl)propanoate

HRID 922559Notes

Reaction equation

HRID 922559 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH3:13][CH2:14]O>>[CH2:13]([O:10][C:9](=[O:11])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1)[CH3:12])[CH3:14]

Participants

3

Reactant 2

HCID 702EthanolHCID 1025262-(4-Hydroxyphenyl)propionic acid

Product 1

HCID 12785115Ethyl 2-(4-hydroxyphenyl)propanoate

Conditions

Temperature
70 °C

Procedure

To a mixture of 13.0 g (78.2 mmol) of 2-(4-hydroxyphenyl)propionic acid in 250 ml EtOH 5.82 ml (78.2 mmol) thionyl chloride are added slowly at 0° C. The reaction mixture is stirred at 70° C. for 2 h. After cooling to r.t. the solvent is removed in vacuo. The residue is mixed with toluene and the solvent is removed again.

Workup

  1. additionare added slowly at 0° C
  2. temperatureAfter cooling to r.t. the solvent
  3. customis removed in vacuo
  4. additionThe residue is mixed with toluene
  5. customthe solvent is removed again

Sources & evidence

ORD record
ord-d2c67fcfa7e2424cadfb56cd9a80280f
Source dataset
uspto-grants-2016_03
Patent number
US09278954B2

Reaction notes

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