HCID 10523802, compound → HCID 57497653, compound

HRID 743347Notes

Reaction equation

HRID 743347 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[CH:24]=[CH:23][CH:22]=[CH:21][C:11]=2[O:12][CH2:13][CH2:14][CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2[CH3:20])=[CH:4][CH:3]=1>O1CCOCC1.Cl>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[CH:24]=[CH:23][CH:22]=[CH:21][C:11]=2[O:12][CH2:13][CH2:14][CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2[CH3:20])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 10523802HCID 10523802, compound

Product 1

HCID 57497653HCID 57497653, compoundYield 140.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent2×

Procedure

0.450 g of 2-(2-{2-[2-(4-chlorophenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in a small amount of dioxane, and 0.36 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. The concentrate was dissolved in 15 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 0.350 g (yield 70%) of the title compound as colorless crystals, melting at 145°-146° C.

Workup

  1. additionwas added to the solution
  2. concentrationThe mixture was then concentrated by distillation under reduced pressure
  3. dissolutionThe concentrate was dissolved in 15 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-7e807f0ef91a4b7685d2a228cb35fc0a
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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