Methanol → HCID 18786637, compound

HRID 1585658Notes

Reaction equation

HRID 1585658 reaction equation
ClCC([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[F:12])=O.[SH:13][CH2:14][CH2:15]O.[C:17](=[O:20])([O-])[O-].[K+].[K+].[CH3:23]O>C(OCC)C>[F:11][C:8]1[CH:7]=[C:6]([F:12])[CH:5]=[CH:10][C:9]=1[C:14](=[S:13])[CH2:15][CH2:23][CH2:17][OH:20]

Participants

6

Reactant 4

HCID 887MethanolHCID 15672-MercaptoethanolHCID 11430Potassium CarbonateHCID 5880832-Chloro-1-(2,4-difluorophenyl)ethanone

Product 1

HCID 18786637HCID 18786637, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2-chloro-2',4'-difluoroacetophenone (159 g, 0.8 mol) and 2-mercaptoethanol (77.9 g, 1.0 mol) in methanol (1000 ml), potassium carbonate (138 g, 1.0 mol) was added under ice cooling, followed by stirring at room temperature for 0.5 hour. After the completion of the reaction, an insoluble matter was filtered off. The filtrate was then distilled off under reduced pressure. The residue so obtained was diluted with ethyl ether, washed with water and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, whereby 2',4'-difluoro-2-(2-hydroxyethyl)thioacetophenone (190 g, yield: 98%) was obtained as a colorless oil.

Workup

  1. customAfter the completion of the reaction
  2. filtrationan insoluble matter was filtered off
  3. distillationThe filtrate was then distilled off under reduced pressure
  4. customThe residue so obtained
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c14c9f1d3b624b0eb45d114d64b93c38
Source dataset
uspto-grants-1999_08
Patent number
US05939448

Reaction notes

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