Sodium Hydroxide → HCID 22013885, compound

HRID 1532727Notes

Reaction equation

HRID 1532727 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[O:11][C:12]([CH3:30])=[C:13]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26]([O:28]C)=[O:27])=[CH:20][CH:19]=2)[N:14]=1.[OH-].[Na+]>CO.O1CCCC1>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[O:11][C:12]([CH3:30])=[C:13]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26]([OH:28])=[O:27])=[CH:20][CH:19]=2)[N:14]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22013887HCID 22013887, compound

Product 1

HCID 22013885HCID 22013885, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 3-[4-[2-(2-(benzothiophen-2-yl)-5-methyl-4-oxazolyl)ethoxy]phenyl]propionate (1.90 g, 4.51 mmol) obtained in Example 13 was dissolved in methanol (20 ml) and tetrahydrofuran (30 ml), and 2.5N aqueous sodium hydroxide solution (2.2 ml, 5.5 mmol) was added at room temperature, which was followed by stirring for 13 hr. Then, the solvent was evaporated and water was added to the obtained residue. 1N Hydrochloric acid was added to acidify the solution and the precipitated white solid was collected by filtration, washed with water and dried to give the title compound (1.80 g, yield 98%) as a white solid.

Workup

  1. customThen, the solvent was evaporated
  2. additionwater was added to the obtained residue
  3. addition1N Hydrochloric acid was added
  4. filtrationthe precipitated white solid was collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-c89152afacdd4c4d8007d342624bbcf9
Source dataset
uspto-grants-2001_03
Patent number
US06204277B1

Reaction notes

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