HCID 13740041, compound → (1-Chlorocyclopropyl)(4-fluorophenyl)methanone

HRID 231553Notes

Reaction equation

HRID 231553 reaction equation
[Cl:1][CH:2]([C:6]([C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=1)=[O:7])[CH2:3][CH2:4]Cl>C(O)(C)(C)C>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]([C:2]2([Cl:1])[CH2:4][CH2:3]2)=[O:7])=[CH:9][CH:10]=1

Participants

3

Reactant 1

HCID 13740041HCID 13740041, compound

Product 1

HCID 14326071(1-Chlorocyclopropyl)(4-fluorophenyl)methanoneYield 74%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Conditions

Temperature
40 °C

Procedure

233 g (0.99 mol) of 4-fluorophenyl 1,3-dichloropropyl ketone are dissolved in 300 ml of tert.-butanol and 135 g of potassium tert.-butylate are added in portions. The mixture is substantially stirred at 40° C. for 2 hours and concentrated in vacuo. The residue is taken up in methylene chloride and water. The organic phase is seperated off, dried over sodium sulphate and concentrated in vacuo. The residue is distilled under a high vacuum. 145 g (74% of theory) of 1-(4-fluorobenzoyl)-1-chloro-cyclopropane of boiling point 73° C./0.1 mbar are obtained.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe organic phase is seperated off
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. distillationThe residue is distilled under a high vacuum

Sources & evidence

ORD record
ord-bc79fda6a8934fb5a58439b21f02e166
Source dataset
uspto-grants-1989_07
Patent number
US04847279

Reaction notes

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