Potassium Hydroxide → HCID 23078246, compound

HRID 655922Notes

Reaction equation

HRID 655922 reaction equation
[OH-].[K+].[O:3]=[C:4]([CH2:10][CH3:11])[CH2:5][C:6]([O:8][CH3:9])=[O:7].Cl[C:13]1[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:15][N:14]=1>CN(C=O)C>[Cl:19][C:18]1[C:13]([CH:5]([C:4](=[O:3])[CH2:10][CH3:11])[C:6]([O:8][CH3:9])=[O:7])=[N:14][CH:15]=[C:16]([C:20]([F:22])([F:21])[F:23])[CH:17]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridineHCID 121699Methyl 3-oxovalerate

Product 1

HCID 23078246HCID 23078246, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

4.45 g of potassium hydroxide 85% are suspended in 40 mL of DMF, 4.37 g of methyl 3-oxopentanoate (0.036 mol) are subsequently added. The reaction mixture is warmed to 50° C. and 6 mL of 2,3-dichloro-5-(trifluoromethyl)pyridine are introduced. The reaction mixture is stirred at 50° C. for 4 hours, quenched with 150 mL of an aqueous solution of NaH2PO4 (1M), extracted thrice with 150 mL of ethyl acetate.

Workup

  1. customquenched with 150 mL of an aqueous solution of NaH2PO4 (1M)
  2. extractionextracted thrice with 150 mL of ethyl acetate

Sources & evidence

ORD record
ord-9beedd7d2f044386a18bdd9efdfd669c
Source dataset
uspto-grants-2011_12
Patent number
US08071627B2

Reaction notes

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