Hydrochloric Acid → 184099-84-1

HRID 1531402Notes

Reaction equation

HRID 1531402 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[CH:7]=1.[Cl:13][CH2:14][CH2:15][C:16](Cl)=[O:17].Cl>O>[Cl:13][CH2:14][CH2:15][C:16]([C:9]1[CH:10]=[CH:11][C:6]([F:5])=[CH:7][C:8]=1[F:12])=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 97411,3-DifluorobenzeneHCID 693643-Chloropropionyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 236798184099-84-1Yield 75.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Aluminum chloride (0.3 mol) was added carefully to 1,3-difluorobenzene (0.26 mol) and the mixture was heated with vigorous stirring till 50° C. 3-Chloropropionyl chloride (0.26 mol) was added dropwise over a 15 min. period at 40° C. (cooled on ice) and the mixture was stirred at 50° C. The mixture was poured into water (250 ml), ice (250 g) and HCl (25 ml) and it was stirred for 20 min. The formed precipitate was filtered off and extracted with CH2Cl2 and water, yielding 40 g (75%) of 3-chloro-1-(2,4-difluorophenyl)-1-propanone (interm. 1).

Workup

  1. temperaturethe mixture was heated
  2. temperature(cooled on ice)
  3. stirringthe mixture was stirred at 50° C
  4. stirringwas stirred for 20 min
  5. filtrationThe formed precipitate was filtered off
  6. extractionextracted with CH2Cl2 and water

Sources & evidence

ORD record
ord-84c7f90d96d047d0b9a0d7ce6ab207f5
Source dataset
uspto-grants-2001_03
Patent number
US06197972B1

Reaction notes

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