Sodium Hydroxide → HCID 66271019, compound

HRID 872823Notes

Reaction equation

HRID 872823 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8]1[S:12][C:11]([C:13]([O:15]CC)=[O:14])=[CH:10][CH:9]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8]1[S:12][C:11]([C:13]([OH:15])=[O:14])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 497618772-Thiophenecarboxylic acid, 5-(4-methyl-3-pyridinyl)-, ethyl ester

Product 1

HCID 66271019HCID 66271019, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 5-(4-methylpyridin-3-yl)thiophene-2-carboxylate (0.200 g, 0.809 mmol) was dissolved in ethanol (5 ml). 2 M sodium hydroxide solution (0.809 ml, 1.617 mmol) was added and the mixture was stirred at RT overnight. Ethanol was evaporated and water (5 ml) was added. The product was precipitated during the addition of 2 M HCl. The product was filtered and dried to give 98 mg. 1H-NMR (400 MHz; d6-DMSO): δ 2.43 (s, 3H), 7.38 (d, 1H), 7.39 (d, 1H), 7.77 (d, 1H), 8.46 (d, 1H), 8.59 (s, 1H).

Workup

  1. customEthanol was evaporated
  2. additionwater (5 ml) was added
  3. customThe product was precipitated during the addition of 2 M HCl
  4. filtrationThe product was filtered
  5. customdried
  6. customto give 98 mg

Sources & evidence

ORD record
ord-b4d6dfb708de43b18ece48b147efb4f1
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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