Sodium Hydroxide → HCID 66850276, compound

HRID 2068646Notes

Reaction equation

HRID 2068646 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-06d7a89873304053840ec2412da20604
Source dataset
uspto-grants-2012_10
Patent number
US08299063B2

Reaction notes

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