Hydrochloric Acid → HCID 68886208, compound

HRID 1294337Notes

Reaction equation

HRID 1294337 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[N:21]=[CH:20][C:19]([CH2:22][O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH2:30][C:31]([O:33]C)=[O:32])=[CH:18][CH:17]=1.O1CCCC1.[OH-].[Na+].Cl>O.CO>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[N:21]=[CH:20][C:19]([CH2:22][O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH2:30][C:31]([OH:33])=[O:32])=[CH:18][CH:17]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 68886121HCID 68886121, compound

Product 1

HCID 68886208HCID 68886208, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of methyl 2-[2-[[6-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-3-pyridyl]methoxy]phenyl]acetate (0.60 g), tetrahydrofuran (3 mL) and methanol (3 mL) was added a 1N aqueous sodium hydroxide solution (3 mL), and the mixture was stirred at room temperature for 4 hrs. 1N Hydrochloric acid (3 mL) and water were added to the reaction mixture and the precipitated crystals were collected by filtration and dried with air to give crystals (0.50 g, 86%) of 2-[2-[[6-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-3-pyridyl]methoxy]phenyl]acetic acid. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 159-160° C.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customdried with air

Sources & evidence

ORD record
ord-01ef147bc37b48e1b42bdf91be4f7f04
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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