Sodium Hydroxide → 5-Oxazol-2-yl-thiophene-3-carboxylic acid

HRID 1914564Notes

Reaction equation

HRID 1914564 reaction equation
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[O:11][CH:12]=[CH:13][N:14]=2)[S:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[O:11]1[CH:12]=[CH:13][N:14]=[C:10]1[C:8]1[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 581103035-Oxazol-2-yl-thiophene-3-carboxylic acid methyl ester

Product 1

HCID 581103435-Oxazol-2-yl-thiophene-3-carboxylic acidYield 73.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Oxazol-2-yl-thiophene-3-carboxylic acid methyl ester (0.105 g, 0.50 mmol) was suspended in methanol (1 mL) then sodium hydroxide (1 M, 0.603 mL) was added and the mixture stirred for 2 hours. A further portion of sodium hydroxide (1 M, 0.60 mL) was added and the mixture stirred overnight. The solution was evaporated, the residue was taken up in HCl (1 N, 1.5 mL) and the resultant precipitate was collected by filtration, washed with water and dried to afford 5-oxazol-2-yl-thiophene-3-carboxylic acid as a tan solid (0.072 g).

Workup

  1. stirringthe mixture stirred overnight
  2. customThe solution was evaporated
  3. filtrationthe resultant precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-1cc9482e22eb419aaefc26acb8f5ee91
Source dataset
uspto-grants-2013_12
Patent number
US08614209B2

Reaction notes

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