Hydrochloric Acid → HCID 21105748, compound

HRID 1354449Notes

Reaction equation

[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:18]=[C:17]([C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=3)[O:16][N:15]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].O1CCCC1.Cl>CO>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:18]=[C:17]([C:19]3[CH:28]=[CH:27][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=3)[O:16][N:15]=2)=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of methyl 4-[3-(4-phenoxyphenyl)-1,2,4-oxadiazol-5-yl]benzoate (1.50 g), 1 M aqueous sodium hydroxide solution (8 ml), tetrahydrofuran (10 ml) and methanol (10 ml) was stirred at 60° C. for 1 hr. and acidified by adding 1 M hydrochloric acid. The crystals were collected by filtration to give 4-[3-(4-phenoxyphenyl)-1,2,4-oxadiazol-5-yl]benzoic acid (1.31 g, yield 91%). Recrystallization from hexane-tetrahydrofuran gave colorless crystals. melting point: 278–279° C.

Workup

filtrationThe crystals were collected by filtration

Sources & evidence

ORD record: ord-f119a074fbbe4b7f84f830d723ca9d0f
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07223791B2

Reaction notes

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