Ethanol → HCID 19349360, compound

HRID 2360589Notes

Reaction equation

HRID 2360589 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([OH:12])=[O:11])=[CH:6][CH:5]=1.S(=O)(=O)(O)O.[CH2:18](O)[CH3:19]>>[Cl:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([O:12][CH2:18][CH3:19])=[O:11])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 887124-(2-Chloroethyl)benzoic acid

Product 1

HCID 19349360HCID 19349360, compound

Procedure

To a suspension of 4-(2-chloroethyl)benzenecarboxylic acid (52.5 mmol; 9.7 g) in anhydrous ethanol (57 ml) was added concentrated sulfuric acid (3.0 ml). The mixture was stirred at reflux for 2 hours 30 minutes. After cooling, the ethanol was removed under reduced pressure and the crude product obtained was dissolved in chloroform (200 ml). The organic phase was washed first with 1N NaOH (100 ml) and then with saturated NaCl solution (3×100 ml). After drying over anhydrous sodium sulfate and removing the solvent under reduced pressure, 12.0 g (100%) of pure product were thus obtained as a pale yellow oil.

Workup

  1. temperatureat reflux for 2 hours 30 minutes
  2. temperatureAfter cooling
  3. customthe ethanol was removed under reduced pressure

Sources & evidence

ORD record
ord-779e8710acbb437daf11cfe55a81ce14
Source dataset
uspto-grants-2014_04
Patent number
US08686147B2

Reaction notes

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