Hydrochloric Acid → HCID 19882898, compound

HRID 2372243Notes

Reaction equation

HRID 2372243 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[F-:5].[CH:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:12](Cl)(=[O:21])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].Cl>ClCCCl>[F-:5].[C:12]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:21])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 69819Nonanoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 22057034HCID 22057034, compound

Product 1

HCID 19882898HCID 19882898, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

188.7 g (1.413 mol) of anhydrous aluminum chloride was added to 566 ml of 1,2-dichloro ethane, to which was added dropwise 161.5 g (1.682 mol) of benzene fluoride while holding temperature at 3°-5° C. The resulting mixture was added with 254.5 g (1.442 mol) of nonanoyl chloride over 2 hours and then reacted at 8° C. for 1 hour and at 8°-30° C. for 5 hours. The reaction solution was poured into 600 ml of concentrated hydrochloric acid containing 200 g of ice and extracted with 1.5 l of chloroform. The extract was washed with water and a 5% solution of sodium carbonate and dried on magnesium sulfate. After the solvent was distilled off, the residue was distilled under a reduced pressure (145°-150° C./5 mmHg) to obtain 292.2 g (yield: 86%) of 4-nonanoyl-benzene fluoride.

Workup

  1. customat 3°-5° C
  2. customreacted at 8° C. for 1 hour and at 8°-30° C. for 5 hours
  3. extractionextracted with 1.5 l of chloroform
  4. washThe extract was washed with water
  5. dry with materiala 5% solution of sodium carbonate and dried on magnesium sulfate
  6. distillationAfter the solvent was distilled off
  7. distillationthe residue was distilled under a reduced pressure (145°-150° C./5 mmHg)

Sources & evidence

ORD record
ord-361f37b9773846809a7b240413bc885b
Source dataset
uspto-grants-1992_03
Patent number
US05098602

Reaction notes

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