Hydrochloric Acid → 2-(2-Hydroxy-5-(1-(2-hydroxyethyl)piperidin-4-yl)benzamido)-4-phenylbenzoic acid

HRID 454728Notes

Reaction equation

[OH-].[Na+].[OH:3][C:4]1[CH:28]=[CH:27][C:26]([CH:29]2[CH2:34][CH2:33][N:32]([CH2:35][CH2:36][OH:37])[CH2:31][CH2:30]2)=[CH:25][C:5]=1[C:6]([NH:8][C:9]1[CH:18]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=[CH:15][C:10]=1[C:11]([O:13]C)=[O:12])=[O:7].Cl>CO>[OH:3][C:4]1[CH:28]=[CH:27][C:26]([CH:29]2[CH2:30][CH2:31][N:32]([CH2:35][CH2:36][OH:37])[CH2:33][CH2:34]2)=[CH:25][C:5]=1[C:6]([NH:8][C:9]1[CH:18]=[C:17]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:16]=[CH:15][C:10]=1[C:11]([OH:13])=[O:12])=[O:7]

Participants

Conditions

Temperature: 50 °C

Procedure

Methanol (1.0 mL) and a 2.0 mol/L aqueous solution of sodium hydroxide (0.37 mL) were added to the obtained methyl 2-(2-hydroxy-5-(1-(2-hydroxyethyl)piperidin-4-yl)benzamido)-4-phenylbenzoate (0.035 g), followed by stirring at 50° C. for 2 hours. After cooling the reaction mixture to room temperature and adjusting the pH to 6.0 with 2.0 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 0.030 g of 2-(2-hydroxy-5-(1-(2-hydroxyethyl)piperidin-4-yl)benzamido)-4-phenylbenzoic acid as a white solid.

Workup

temperatureAfter cooling the reaction mixture to room temperature
filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record: ord-4387d25d00e847b3a5bfb949d3ddae06
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

Loading…