1,3-Difluorobenzene → 184099-84-1

HRID 2045824Notes

Reaction equation

HRID 2045824 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][CH2:7][C:8](Cl)=[O:9].[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=1>>[Cl:5][CH2:6][CH2:7][C:8]([C:15]1[CH:16]=[CH:17][C:12]([F:11])=[CH:13][C:14]=1[F:18])=[O:9]

Participants

4

Reactant 3

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

Product 1

HCID 236798184099-84-1

Conditions

Temperature
60 °C

Procedure

To a stirred mixture of aluminium (III) chloride (11.70 g, 88.0 mmol) in 1,3-difluorobenzene (21 mL) at RT was added 3-chloropropionyl chloride (4.0 mL, 41.9 mmol). The reaction mixture was stirred at 60° C. for 6 h. The mixture was cooled to RT and was poured into an ice/2M aqueous hydrochloric acid mixture (100 mL). After vigorous stirring, the mixture was extracted with DCM (2×75 ml). The combined organic extracts were dried over magnesium sulphate and concentrated in vacuo to give 8.68 g (quantitative yield) of crude title compound as an orange oil.

Workup

  1. temperatureThe mixture was cooled to RT
  2. extractionAfter vigorous stirring, the mixture was extracted with DCM (2×75 ml)
  3. dry with materialThe combined organic extracts were dried over magnesium sulphate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9e55ad37d39b44879ad3332254407cc3
Source dataset
uspto-grants-2013_11
Patent number
US08592403B2

Reaction notes

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