Hydrochloric Acid → HCID 12707926, compound

HRID 2256422Notes

Reaction equation

HRID 2256422 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:8])[CH2:6][CH3:7].[CH2:10]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].Cl>C(Cl)(Cl)(Cl)Cl>[CH2:10]([C:22]1[CH:23]=[CH:24][C:25]([C:5](=[O:8])[CH2:6][CH3:7])=[CH:26][CH:27]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31237DodecylbenzeneHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12707926HCID 12707926, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

96.0 g (0.72 moles) of anhydrous aluminum chloride was added to a 1 L flask equipped with a stirrer, thermometer, and an addition funnel. 250 mL of carbon tetrachloride was added followed by 68.4 g (0.74 moles) of propionyl chloride from a pipette. This reaction mixture was cooled to 5°±3° C. and 153.9 g (0.625 mole) of "soft" dodecylbenzene (Dodane S, produced by Monsanto Chemical Co.) was then added over a 3 hour period while the temperature was maintained at 5°±3° C. The reaction was held at this temperature for an additional hour at which point approximately 500 mL of 10% HCl was slowly added with the temperature kept below 15° C. The reaction mixture was then washed 3 times with 5% HCL, once with water and the solvent stripped under vacuum. The residue was taken up in toluene and washed twice with 5% NaOH, once with water, once with dil. HCl, once with water and then stripped to give 192.0 g of a light brown, fluid oil.

Workup

  1. customequipped with a stirrer
  2. temperatureThis reaction mixture was cooled to 5°±3° C.
  3. temperaturewas maintained at 5°±3° C
  4. waitThe reaction was held at this temperature for an additional hour at which
  5. additionwas slowly added with the temperature
  6. customkept below 15° C
  7. washThe reaction mixture was then washed 3 times with 5% HCL
  8. washwashed twice with 5% NaOH, once with water, once with dil. HCl, once with water
  9. customto give 192.0 g of a light brown, fluid oil

Sources & evidence

ORD record
ord-00e8e26907d6419b96824ba1fa112a96
Source dataset
uspto-grants-1997_08
Patent number
US05654458

Reaction notes

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