Sodium Chloride → HCID 86739681, compound

HRID 1632482Notes

Reaction equation

HRID 1632482 reaction equation
[CH3:1]I.[Mg].FC1C=CC(C(C2C=CC(F)=CC=2)OCC[N:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:24])[CH2:17][CH2:16]2)=CC=1.[Cl-:38].[NH4+].[Cl-].[Na+]>C(OCC)C.O1CCCC1>[ClH:38].[ClH:38].[C:25]1([C:23]([CH3:1])([OH:24])[CH2:22][CH2:21][N:18]2[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

8

Reactant 5

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 12017337HCID 12017337, compound

Product 1

HCID 86739681HCID 86739681, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A Grignard solution was prepared by adding 11.4 g (0.08 mol) methyl iodide in 100 ml of anhydrous diethyl ether under a nitrogen atmosphere to 2 g (0.08 at) of magnesium, after which the reaction mixture was refluxed for one hour. At the reflux temperature 100 ml of anhydrous tetrahydrofuran and a solution of 4.5 g (0,01 mol) of 3-[4-[2-[bis(4-fluorophenyl)methoxy]ethyl]-1-piperazinyl]-1-phenyl-1-propanone in 100 ml of anhydrous tetrahydrofuran were successively added dropwise. After two hours refluxing, the reaction mixture was poured out into a mixture of an ammonium chloride solution and ice, after which the mixture was saturated with sodium chloride. The organic layer was separated off, washed with salt solution and the liquid was evaporated. The residue was taken up in diethyl ether, and the solution was carefully acidified with an ethereal solution of hydrogen chloride to pH=3. The precipitate obtained of 4-[2-[bis(4-fluorophenyl)methoxy]ethyl)]-α-phenyl-α-methyl-1-piperazinepropanol dihydrochloride was filtered off, dried and crystalized once from a mixture of methanol and diethyl ether.

Workup

  1. customA Grignard solution was prepared
  2. temperatureafter which the reaction mixture was refluxed for one hour
  3. temperatureAfter two hours refluxing
  4. customThe organic layer was separated off
  5. washwashed with salt solution
  6. customthe liquid was evaporated

Sources & evidence

ORD record
ord-27c77404f3c748af9760197988cffee1
Source dataset
uspto-grants-1984_10
Patent number
US04476129

Reaction notes

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