3-(4-Hydroxyphenyl)propionic acid → Benzenepropanoic acid, 4-hydroxy-, methyl ester

HRID 62838

Reaction equation

HRID 62838 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.Cl.O1CCOC[CH2:15]1>CO>[CH3:15][O:11][C:10](=[O:12])[CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 103943-(4-Hydroxyphenyl)propionic acidHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 79706Benzenepropanoic acid, 4-hydroxy-, methyl esterYield 100.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After 3-(4-hydroxy-phenyl)propionic acid (3 g, 18 mmol) was added with MeOH (6 mL), 4M HCl/dioxane solution (18 mL, 72 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. The reactant was concentrated, added with EtOAc, and then washed with NaCl aqueous solution. The organic layer was separated, dried with MgSO4, and filtered to obtain the title compound (3.26 g, 99%).

Workup

  1. additionwas added
  2. concentrationThe reactant was concentrated
  3. additionadded with EtOAc
  4. washwashed with NaCl aqueous solution
  5. customThe organic layer was separated
  6. dry with materialdried with MgSO4
  7. filtrationfiltered

Sources & evidence

ORD record
ord-ec3f833bd73143d4a3ef43c7709226b4
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Linked notes

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