Hydrochloric Acid → HCID 57497656, compound

HRID 743354Notes

Reaction equation

HRID 743354 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=2[O:14][CH2:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][N:18]2[CH3:22])=[CH:6][CH:5]=1)[CH3:2].[ClH:27]>C(OCC)(=O)C.O1CCOCC1>[ClH:27].[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12]2[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=2[O:14][CH2:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][N:18]2[CH3:22])=[CH:8][CH:9]=1)[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10524412HCID 10524412, compound

Product 1

HCID 57497656HCID 57497656, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

1.00 g of 2-(2-{2-[2-(4-ethoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in 10 m l of ethyl acetate, and 0.8 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 resulting solid was dissolved in a small amount of methanol, and 30 ml of ethyl acetate were 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 0.810 g (yield 73%) of the title compound as colorless crystals, melting at 131°-132° C.

Workup

  1. additionwas added to the solution
  2. concentrationThe mixture was then concentrated by distillation under reduced pressure
  3. dissolutionThe resulting solid was dissolved in a small amount of methanol, and 30 ml of ethyl acetate
  4. additionwere added to the solution, which
  5. customto stand at room temperature
  6. customThe crystals which precipitated
  7. filtrationwere collected by filtration
  8. customdried in vacuo

Sources & evidence

ORD record
ord-92485db7acd24998b66b41aba323e466
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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