1-Bromohexane → HCID 20344152, compound

HRID 2049657Notes

Reaction equation

HRID 2049657 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:10](=[O:17])[CH2:11][CH:12]2[CH2:16][CH2:15][CH2:14][NH:13]2)[CH:7]=[CH:8][CH:9]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>CC(CC)=O>[CH2:25]([N:13]1[CH2:14][CH2:15][CH2:16][CH:12]1[CH2:11][C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([O:3][CH3:2])[CH:5]=1)=[O:17])[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 81011-BromohexaneHCID 11430Potassium CarbonateHCID 20344162HCID 20344162, compound

Product 1

HCID 20344152HCID 20344152, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

5.11 g of 1-(3-methoxyphenyl)-2-(2-pyrrolidinyl)-ethanone hydrochloride, 5.6 g of anhydrous potassium carbonate, 3.7 g of 1-bromohexane and 60 ml of ethyl methyl ketone are heated under reflux for 18 hours. The solvent is distilled off, the residue is taken up with 50 ml of water and extraction is effected twice with, in each case, 50 ml of diethyl ether. After drying over sodium sulfate, the united organic phases are concentrated to an oil, which is distilled under a high vacuum to obtain 5.0 g (82% of theory) of the title compound: b.p. 138° to 144° at 0.005 mm Hg.

Workup

  1. temperatureunder reflux for 18 hours
  2. distillationThe solvent is distilled off
  3. extractionthe residue is taken up with 50 ml of water and extraction
  4. dry with materialAfter drying over sodium sulfate
  5. concentrationthe united organic phases are concentrated to an oil, which
  6. distillationis distilled under a high vacuum

Sources & evidence

ORD record
ord-c6086cfe298a404c9001aa23917c983d
Source dataset
uspto-grants-1980_04
Patent number
US04198424

Reaction notes

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