(E)-3-(4-chloro-3-hydroxy-phenyl)-acrylic acid ethyl ester → HCID 21246560, compound

HRID 1184543Notes

Reaction equation

HRID 1184543 reaction equation
C([O:3][C:4](=[O:15])/[CH:5]=[CH:6]/[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([OH:14])[CH:8]=1)C>Cl.C(O)(=O)C>[Cl:13][C:10]1[CH:11]=[CH:12][C:7](/[CH:6]=[CH:5]/[C:4]([OH:15])=[O:3])=[CH:8][C:9]=1[OH:14]

Participants

4

Reactant 1

HCID 67337784(E)-3-(4-chloro-3-hydroxy-phenyl)-acrylic acid ethyl ester

Product 1

HCID 21246560HCID 21246560, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
85 °C

Procedure

(E)-3-(4-Chloro-3-hydroxy-phenyl)-acrylic acid ethyl ester (1.45 g, 6.4 mmol) was dissolved in a mixture of 6N HCl (8 ml) and acetic acid (8 ml) and heated at 85° C. for 3.5 hrs. Solvents were evaporated, giving 1.23 g of (E)-3-(4-chloro-3-hydroxy-phenyl)-acrylic acid as a light yellow solid.

Workup

  1. customSolvents were evaporated

Sources & evidence

ORD record
ord-8943e8215094452b91b72658f739660a
Source dataset
uspto-grants-2014_03
Patent number
US08669261B2

Reaction notes

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