Potassium Carbonate → HCID 54401622, compound

HRID 1448414Notes

Reaction equation

HRID 1448414 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[C:9]([O:16][CH2:17][CH2:18][OH:19])=[N:10][C:11]([F:15])=[C:12]([Cl:14])[CH:13]=1.[Cl:20][C:21]([Cl:26])([CH3:25])[C:22](Cl)=[O:23]>C(#N)C>[Cl:20][C:21]([Cl:26])([CH3:25])[C:22]([O:19][CH2:18][CH2:17][O:16][C:9]1[C:8]([Cl:7])=[CH:13][C:12]([Cl:14])=[C:11]([F:15])[N:10]=1)=[O:23]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 943632,2-Dichloropropanoyl chlorideHCID 203795872-(3,5-Dichloro-6-fluoro-2-pyridyloxy)ethanol

Product 1

HCID 54401622HCID 54401622, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution was prepared by admixing 250 milliliters of acetonitrile, 55.3 grams (0.4 mole) of potassium carbonate, 42.5 grams (0.16 mole) of 2-(3,5-dichloro-6-fluoro-2-pyridyloxy)ethanol and 32.3 grams (0.2 mole) of 2,2-dichloropropionyl chloride. This mixture was stirred at room temperature for 4 days. The solids which formed were removed by filtration and the filtrate was concentrated under a reduced pressure. The residual material which remained was dissolved in hexane and washed with water. The hexane was removed under a reduced pressure to yield a pale-orange liquid having a refractive index of n/25D=1.5239. The product was confirmed to be 2-(3,5-dichloro-6-fluoro-2-pyridyloxy)ethyl 2,2-dichloro propionate by its infrared and nuclear magnetic resonance spectrums.

Workup

  1. customA solution was prepared
  2. customThe solids which formed
  3. customwere removed by filtration
  4. concentrationthe filtrate was concentrated under a reduced pressure
  5. dissolutionThe residual material which remained was dissolved in hexane
  6. washwashed with water
  7. customThe hexane was removed under a reduced pressure
  8. customto yield a pale-orange liquid

Sources & evidence

ORD record
ord-8872aa2d157a4cbbba6087d3659a7d6a
Source dataset
uspto-grants-1979_12
Patent number
US04180395

Reaction notes

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