Hydrochloric Acid → HCID 57497652, compound

HRID 743346Notes

Reaction equation

HRID 743346 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]1[CH:24]=[CH:23][CH:22]=[CH:21][C:11]=1[O:12][CH2:13][CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][N:16]1[CH3:20].Cl>C(Cl)Cl.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]1[CH:24]=[CH:23][CH:22]=[CH:21][C:11]=1[O:12][CH2:13][CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][N:16]1[CH3:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10547788HCID 10547788, compound

Product 1

HCID 57497652HCID 57497652, compoundYield 179.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

0.410 g of 2-(2-{2-[2-(2-chlorophenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in 5 ml of methylene chloride, and 0.35 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution. The resulting mixture was concentrated by distillation under reduced pressure. The resulting solid was dissolved in a small amount of methylene chloride, and 30 ml of ethyl acetate was added to the solution, which was then allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.408 g (yield 90%) of the title compound as colorless crystals, melting at 187°-188° C.

Workup

  1. concentrationThe resulting mixture was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting solid was dissolved in a small amount of methylene chloride, and 30 ml of ethyl acetate
  3. additionwas added to the solution, which
  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-0ccab59f0ee348999af67da409d4b9a6
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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