Hydrochloric Acid → HCID 68885884, compound

HRID 1294336Notes

Reaction equation

HRID 1294336 reaction equation
[CH3:1][C:2]1[S: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[CH:20]=[C:19]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH2:29][C:30]([O:32]C)=[O:31])[O:18][N:17]=1.O1CCCC1.[OH-].[Na+].Cl>O.CO>[CH3:1][C:2]1[S: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[CH:20]=[C:19]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[CH2:29][C:30]([OH:32])=[O:31])[O:18][N:17]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 68886171HCID 68886171, compound

Product 1

HCID 68885884HCID 68885884, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of methyl 2-[2-[[3-[2-(5-methyl-2-phenyl-4-thiazolyl)ethoxy]-5-isoxazolyl]methoxy]phenyl]acetate (0.77 g), tetrahydrofuran (5 mL) and methanol (5 mL) was added a 1N aqueous sodium hydroxide solution (5 mL) and the mixture was stirred at room temperature for 3 hrs. 1N Hydrochloric acid (5 mL) and water were added to the reaction mixture and the precipitated crystals were collected by filtration and dried with air to give crystals (0.71 g, 96%) of 2-[2-[[3-[2-(5-methyl-2-phenyl-4-thiazolyl)ethoxy]-5-isoxazolyl]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-57f390d879ee4b17aa70172e0bb725f9
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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