Hydrochloric Acid → 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-ethoxy-benzoic Acid

HRID 1831766Notes

Reaction equation

C([O:3][C:4](=[O:25])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH3:13])=[C:7]([O:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])[CH:6]=1)C.[OH-].[Na+].O.Cl>O1CCOCC1>[Cl:24][C:18]1[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:17]=1[CH2:16][CH2:15][O:14][C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][C:8]=1[O:11][CH2:12][CH3:13])[C:4]([OH:25])=[O:3]

Participants

Conditions

Temperature: 60 °C

Procedure

0.300 g (0.78 mmol) of 3-[2-(2,4-Dichlorophenyl)-ethoxy]-4-ethoxy-benzoic acid ethyl ester was dissolved in 10 ml of dioxan. 2N aqueous NaOH was added to the solution to give a pH of 13. The reaction solution was heated at 60° C. for 10 h. 5 ml water was added, followed by concentrated hydrochloric acid to give a pH of 1–2, whereupon the product precipitated from solution. The suspension was stirred for 30 min, and then the product was filtered off and dried under reduced pressure.

Workup

customto give a pH of 13
customto give a pH of 1–2
customwhereupon the product precipitated from solution
filtrationthe product was filtered off
customdried under reduced pressure

Sources & evidence

ORD record: ord-4e74e349cada4832a15460a03afc4541
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067665B2

Reaction notes

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