Sulfuric Acid → HCID 22238302, compound

HRID 244762

Reaction equation

HRID 244762 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH3:10])[CH3:2].[C:11](Cl)(=[O:14])[CH2:12][CH3:13].[Al+3].[Cl-:17].[Cl-].[Cl-].S(=O)(=O)(O)O>[N+](C)([O-])=O>[Cl:17][CH2:13][CH2:12][C:11]([C:7]1[CH:6]=[CH:5][C:4]([CH2:9][CH3:10])=[C:3]([CH2:1][CH3:2])[CH:8]=1)=[O:14]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 86571,2-DiethylbenzeneHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 22238302HCID 22238302, compound

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

1,2-Diethylbenzene (10.9 g, 74.6 mmol) and propionyl chloride (9.7 g, 74.6 mmol) are added dropwise to AlCl3 (22.3 g, 167.8 mmol) in nitromethane (75 mL) over 30 min. The reaction mixture is stirred at room temperature for 2 hours, after which 70 g of ice and 14 mL concentrated sulphuric acid are added. The aqueous phase is extracted with ether, and the combined organic phases extracted with 2N HCl and saturated aqueous NaCl. The organic phase is further treated with activated charcoal, magnesium sulphate, and filtered, and the solvent removed in vacuo.

Workup

  1. extractionThe aqueous phase is extracted with ether
  2. extractionthe combined organic phases extracted with 2N HCl and saturated aqueous NaCl
  3. additionThe organic phase is further treated with activated charcoal, magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-d49820e5415d42d08eeba64a59216717
Source dataset
uspto-grants-2014_02
Patent number
US08658673B2

Linked notes

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