Hydrochloric Acid → HCID 19882898, compound

HRID 846562Notes

Reaction equation

HRID 846562 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-dichloroethane, to which was added dropwise 161.5 g (1.682 mol) of benzene fluoride while maintaining at a temperature of 3°~5° C. To this mixture was added 254.5 g (1.442 mol) of nonanoyl chloride over 2 hours, which was reacted at 8° C. for 1 hour and at 8°~30° C. for 5 hours. This 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 an aqueous 5% sodium carbonate solution and dried on magnesium sulfate. After the solvent was distilled off, the reaction liquid 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. temperaturewhile maintaining at a temperature of 3°~5° C
  2. customwhich was reacted 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 materialan aqueous 5% sodium carbonate solution and dried on magnesium sulfate
  6. distillationAfter the solvent was distilled off
  7. customthe reaction liquid
  8. distillationwas distilled under a reduced pressure (145°~150° C./5 mmHg)

Sources & evidence

ORD record
ord-b4855d4308364d10a26422e73b219ec0
Source dataset
uspto-grants-1992_08
Patent number
US05137653

Reaction notes

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