Carbon Tetrachloride → HCID 10910230, compound

HRID 979718Notes

Reaction equation

HRID 979718 reaction equation
[C:1]([Cl:5])(Cl)(Cl)Cl.[C:6]([C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14]C=1)([CH3:9])([CH3:8])[CH3:7].S(Cl)(Cl)(=O)=O>O>[C:6]([C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][C:1]=1[Cl:5])([CH3:9])([CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11450Phenol, 3-(1,1-dimethylethyl)-HCID 24648Sulfuryl chloride

Product 1

HCID 10910230HCID 10910230, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

Into 30 ml of carbon tetrachloride were dissolved 9 g of 3-tert-butylphenol and the mixture was heated up to 70° C. With stirring at this temperature, 10.5 g of sulfuryl chloride were added dropwise to the mixture. After completion of this dropwise addition, the reaction mixture was subjected to stirring over a period of 48 hours at 70° C. After cooling the reaction mixture down to room temperature, the reaction mixture was poured into cold water and the resultant product was extracted with carbon tetrachloride. After drying over anhydrous calcium chloride, carbon tetrachloride of the extraction solution was distilled off under reduced pressure, and the residue was purified through a column chromatography (employing silica gel as carrier and benzene as developing solvent) to give 1.3 g of 3-tert-butyl-4-chlorophenol, having the following properties.

Workup

  1. additionwere added dropwise to the mixture
  2. additionAfter completion of this dropwise addition
  3. temperatureAfter cooling the reaction mixture down to room temperature
  4. extractionthe resultant product was extracted with carbon tetrachloride
  5. dry with materialAfter drying over anhydrous calcium chloride, carbon tetrachloride of the extraction solution
  6. distillationwas distilled off under reduced pressure
  7. customthe residue was purified through a column chromatography (employing silica gel as carrier and benzene as developing solvent)

Sources & evidence

ORD record
ord-ebddf4854b584d03bb16867318282229
Source dataset
uspto-grants-1987_05
Patent number
US04668831

Reaction notes

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