Sodium Methoxide → HCID 15220195, compound

HRID 583043Notes

Reaction equation

HRID 583043 reaction equation
[CH3:1][O-:2].[Na+].Br[CH2:5][C:6]1[CH:7]=[C:8]([C:13]2[C:17]([Cl:18])=[C:16]([O:19][CH:20]([F:22])[F:21])[N:15]([CH3:23])[N:14]=2)[CH:9]=[CH:10][C:11]=1[Cl:12]>CO>[Cl:18][C:17]1[C:13]([C:8]2[CH:9]=[CH:10][C:11]([Cl:12])=[C:6]([CH2:5][O:2][CH3:1])[CH:7]=2)=[N:14][N:15]([CH3:23])[C:16]=1[O:19][CH:20]([F:22])[F:21]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 15220187HCID 15220187, compound

Product 1

HCID 15220195HCID 15220195, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
40 °C

Procedure

1.6 g (9.0 mmol) of a 30% strength by weight solution of sodium methylate in methanol was added dropwise to a solution of 2.3 g (6.0 mmol) of 3-(3-bromomethyl-4-chlorophenyl)-4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazole in 60 ml of methanol. The reaction mixture was stirred at 40° C. for 3 hours and then concentrated. The residue was taken up in water and dichloromethane, after which concentrated hydrochloric acid was added until the acid reaction took place. Product remaining in the aqueous phase was extracted with dichloromethane. The combined dichloromethane phases were dried over magnesium sulfate and concentrated. Yield: 1.8 g.

Workup

  1. concentrationconcentrated
  2. additiondichloromethane, after which concentrated hydrochloric acid was added until the acid reaction
  3. extractionwas extracted with dichloromethane
  4. dry with materialThe combined dichloromethane phases were dried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-de13c18d1b0b49758baef40876695db0
Source dataset
uspto-grants-1999_07
Patent number
US05928999

Reaction notes

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