Hydrochloric Acid → HCID 19424054, compound

HRID 743362Notes

Reaction equation

HRID 743362 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[CH:25]=[CH:24][CH:23]=[CH:22][C:12]=2[O:13][CH2:14][CH2:15][CH:16]2[CH2:20][CH2:19][CH2:18][N:17]2[CH3:21])=[CH:5][CH:4]=1)#[N:2].[ClH:26]>O1CCOCC1>[ClH:26].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]2[CH:25]=[CH:24][CH:23]=[CH:22][C:12]=2[O:13][CH2:14][CH2:15][CH:16]2[CH2:20][CH2:19][CH2:18][N:17]2[CH3:21])=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19423978HCID 19423978, compound

Product 1

HCID 19424054HCID 19424054, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.300 g of 2-(2-{2-[2-(4-cyanophenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in a small amount of dioxane, and 0.25 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution. The mixture was then concentrated by distillation under reduced pressure, and the resulting oil was dissolved in 10 ml of ethyl acetate and allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.170 g (yield 49%) of the title compound as colorless crystals, melting at 137.5°-139° C.

Workup

  1. additionwas added to the solution
  2. concentrationThe mixture was then concentrated by distillation under reduced pressure
  3. dissolutionthe resulting oil was dissolved in 10 ml of ethyl acetate
  4. customto stand at room temperature
  5. customThe crystals which precipitated
  6. filtrationwere collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-e155ffec27fe4671a394eea31ed842df
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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