Sodium Hydroxide → 5-Oxazol-4-yl-thiophene-3-carboxylic acid

HRID 1914570

Reaction equation

HRID 1914570 reaction equation
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[N:11]=[CH:12][O:13][CH:14]=2)[S:7][CH:6]=1)=[O:4].[OH-].[Na+]>>[O:13]1[CH:14]=[C:10]([C:8]2[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=2)[N:11]=[CH:12]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 581102445-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester

Product 1

HCID 581102215-Oxazol-4-yl-thiophene-3-carboxylic acidYield 100.2%

Procedure

5-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester (0.049 g, 0.23 mmol) was suspended in IMS (1 mL), sodium hydroxide (1 M, 0.35 mL) was added and the mixture stirred for 60 hours at room temperature. The mixture was quenched with HCl (1 N, 0.35 mL) and then concentrated, azeotroping twice with methanol to afford 5-oxazol-4-yl-thiophene-3-carboxylic acid as a white solid (0.045 g).

Workup

  1. customThe mixture was quenched with HCl (1 N, 0.35 mL)
  2. concentrationconcentrated
  3. customazeotroping twice with methanol

Sources & evidence

ORD record
ord-c7de7615fddd4f519cf036cba9e59553
Source dataset
uspto-grants-2013_12
Patent number
US08614209B2

Linked notes

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