Sodium Hydroxide → [3-(5-Methyl[1,2,4]oxadiazol-3-yl)phenoxy]-2-phenylacetic acid

HRID 496788Notes

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 1.77 g (5.46 mmol) of methyl [3-(5-methyl[1,2,4]oxadiazol-3-yl)phenoxy]-2-phenylacetate in 15 ml of methanol is treated with 10 ml of 1 N aqueous sodium hydroxide solution and heated at 80° C. for 3 hours. The reaction mixture is concentrated and the residue is treated with 1 N hydrochloric acid. It is extracted with ethyl acetate and the organic phase is evaporated. A colourless solid is obtained; FAB 311

Workup

concentrationThe reaction mixture is concentrated
additionthe residue is treated with 1 N hydrochloric acid
extractionIt is extracted with ethyl acetate
customthe organic phase is evaporated
customA colourless solid is obtained

Sources & evidence

ORD record: ord-be975549409e4620a84c8a839aab11e0
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06946489B2

Reaction notes

Loading…