1,1-Dichloroethane → HCID 21548637, compound

HRID 1880744Notes

Reaction equation

HRID 1880744 reaction equation
Cl[CH:2]([Cl:4])C.[C:5]([C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1)([CH3:8])([CH3:7])[CH3:6].[O:18]1CCCOO1>[Cl-].[Cl-].[Cl-].[Cl-].[Zr+4].O>[C:5]([C:9]1[CH:17]=[CH:16][C:12]([C:13]([O:18][CH2:2][Cl:4])=[O:14])=[CH:11][CH:10]=1)([CH3:8])([CH3:7])[CH3:6]

Participants

6

Reactant 3

HCID 63651,1-DichloroethaneHCID 743724-tert-Butylbenzoyl chlorideHCID 19593658CID 19593658

Product 1

HCID 21548637HCID 21548637, compound

Reagents, catalysts & solvents 2

HCID 9856075Zirconium chloride (ZrCl4), (T-4)-CatalystHCID 962WaterSolvent

Procedure

To 10 ml of dichloroethane were added 1.1 g of zirconium tetrachloride and 1 g of 4-t-butylbenzoyl chloride, and the mixture was stirred at room temperature for 20 minutes. The mixture was cooled to 0° C., 0.19 g of trioxane was added, and the mixture was stirred at room temperature for 1 hour. Water was added slowly at 0° C., the resultant solution was extracted with chloroform three times, and the organic layers were combined, washed with an aqueous saturated sodium bicarbonate solution and an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated to obtain 0.65 g of chloromethyl 4-t-butylbenzoate.

Workup

  1. temperatureThe mixture was cooled to 0° C.
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. extractionthe resultant solution was extracted with chloroform three times
  4. washwashed with an aqueous saturated sodium bicarbonate solution
  5. dry with materialan aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-76ed094b3968435cad8f516f44035631
Source dataset
uspto-grants-2012_11
Patent number
US08318776B2

Reaction notes

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