Benzene → HCID 22558525, compound

HRID 1577851Notes

Reaction equation

HRID 1577851 reaction equation
C(=O)([O-])[O-:2].[K+].[K+].[I-].[K+].F[C:10](F)(F)[C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)CCl.[CH:21]1[CH:26]=[CH:25]C=CC=1>>[CH2:11]1[CH2:12][CH2:13][CH2:16][CH2:17][CH2:18]1.[CH:11]([O:2][CH:26]([CH3:25])[CH3:21])([CH3:12])[CH3:10]

Participants

5

Reactant 4

HCID 241Benzene2×HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 697163-(Trifluoromethyl)benzyl chloride

Product 1

HCID 22558525HCID 22558525, compoundYield 63%

Procedure

The obtained intermediate 2-(4-piperidyl)-5-chloro-phthalimidine (15) (1.17 g, 0.00467 mol) was dissolved in 30 ml benzene. Potassium carbonate (1.93 g, 0.0140 mole) and potassium iodide (0.78 g, 0.00607 mole) was added whereupon 3-trifluoromethylbenzylchloride (1.18 g, 0.00607 mole) dissolved in benzene was added drop-wise at room temperature, and was then heated under reflux during three days. The inorganic salts were filtered off and the filtrate was evaporated to dryness in vacuum. The residue was re-crystallized with cyclohexane isopropylether (M.p. 115°-117° C., yield 63%).

Workup

  1. additionwas added drop-wise at room temperature
  2. temperaturewas then heated
  3. temperatureunder reflux during three days
  4. filtrationThe inorganic salts were filtered off
  5. customthe filtrate was evaporated to dryness in vacuum

Sources & evidence

ORD record
ord-053e71d52d684bf59b845662dc857fd5
Source dataset
uspto-grants-1981_09
Patent number
US04289781

Reaction notes

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