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

HRID 2068635

Reaction equation

HRID 2068635 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-a9e15b923af248999376c9b186edc511
Source dataset
uspto-grants-2012_10
Patent number
US08299063B2

Linked notes

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