Potassium Hydroxide → HCID 57826557, compound

HRID 1961281Notes

Reaction equation

HRID 1961281 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([O:9]C)=[O:8])=[CH:4][C:3]=1[C:11]1[N:15]([CH2:16][CH3:17])[N:14]=[CH:13][C:12]=1[Cl:18].[OH-].[K+]>C1COCC1.O>[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][C:3]=1[C:11]1[N:15]([CH2:16][CH3:17])[N:14]=[CH:13][C:12]=1[Cl:18]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 57826495Methyl 5-chloro-4-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate

Product 1

HCID 57826557HCID 57826557, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 5-chloro-4-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate (260 mg, 0.85 mmol) in THF/H2O (4 mL/1 mL) was added KOH (478 mg, 8.52 mmol). The reaction mixture was heated to 50° C. for 4 h. After the mixture was concentrated and diluted with H2O, the pH was adjusted to 3. The mixture was extracted with DCM (5 mL×3). The collected organic layers were concentrated under vacuum to give a crude acid, which was used directly without further purification.

Workup

  1. concentrationAfter the mixture was concentrated
  2. additiondiluted with H2O
  3. extractionThe mixture was extracted with DCM (5 mL×3)
  4. concentrationThe collected organic layers were concentrated under vacuum

Sources & evidence

ORD record
ord-e7fa6f807ab745e59e783d7bc33a0185
Source dataset
uspto-grants-2013_04
Patent number
US08410158B2

Reaction notes

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