Sodium Hydroxide → HCID 66850276, compound

HRID 1914580Notes

Reaction equation

HRID 1914580 reaction equation
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[O:14][C:13]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[N:12][CH:11]=2)[S:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[C:19]([O:18][C:16]([NH:15][C:13]1[O:14][C:10]([C:8]2[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=2)=[CH:11][N:12]=1)=[O:17])([CH3:22])([CH3:20])[CH3:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66849782HCID 66849782, compound

Product 1

HCID 66850276HCID 66850276, compoundYield 52.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(2-tert-Butoxycarbonylamino-oxazol-5-yl)-thiophene-3-carboxylic acid methyl ester (0.152 g, 0.47 mmol) was suspended in methanol (2 mL), sodium hydroxide (1 M, 1.17 mL, 1.18 mmol) was added and the mixture stirred overnight at room temperature. The mixture was evaporated then HCl (1 N, 1.2 mL) and water (1 mL) were added. The resultant white precipitate was collected by filtration then dried under vacuum to afford 5-(2-tert-butoxycarbonylamino-oxazol-5-yl)-thiophene-3-carboxylic acid (0.077 g).

Workup

  1. customThe mixture was evaporated
  2. additionHCl (1 N, 1.2 mL) and water (1 mL) were added
  3. filtrationThe resultant white precipitate was collected by filtration
  4. customthen dried under vacuum

Sources & evidence

ORD record
ord-77c50c6a472941e9bb7bc06337dc558f
Source dataset
uspto-grants-2013_12
Patent number
US08614209B2

Reaction notes

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