Hydrochloric Acid → 4-[3-Cyano-4-(2-hydroxyphenyl)pyrrole-1-yl]-2-hydroxy benzoic acid ethyl ester

HRID 570841Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[OH:22])[C:13]([C:23]#[N:24])=[CH:12]2)=[CH:7][C:6]=1[O:25]COC)[CH3:2].O1CCCC1.C(O)C.Cl>O>[CH2:1]([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[OH:22])[C:13]([C:23]#[N:24])=[CH:12]2)=[CH:7][C:6]=1[OH:25])[CH3:2]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of 4-[3-cyano-4-(2-hydroxyphenyl)pyrrole-1-yl]-2-methoxymethoxy benzoic acid ethyl ester (0.12 g) in a mixed solvent of tetrahydrofuran (3 mL) and ethanol (5 mL) was added 2 mol/L hydrochloric acid (2 mL), and this mixture was stirred at 70° C. for 18 hours. To this reaction mixture was added water, the precipitated solid was collected by filtration, and this solid was washed with water, dried under reduced pressure at 50° C. to give the title compound (0.054 g).

Workup

filtrationthe precipitated solid was collected by filtration
washthis solid was washed with water
customdried under reduced pressure at 50° C.

Sources & evidence

ORD record: ord-23dbfa3f5ff04ddca4916344e971e926
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023882B2

Reaction notes

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