Hydrochloric Acid → HCID 19424013, compound

HRID 743349Notes

Reaction equation

HRID 743349 reaction equation
[F: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.[ClH:25]>C(OCC)(=O)C.O1CCOCC1>[ClH:25].[F: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

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19424005HCID 19424005, compound

Product 1

HCID 19424013HCID 19424013, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

0.560 g of 2-(2-{2-[2-(4-fluorophenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in 10 ml of ethyl acetate, and 0.5 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution. The resulting mixture was then concentrated by distillation under reduced pressure, and 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 0.484 g (yield 78%) of the title compound as colorless crystals, melting at 114°-115° C.

Workup

  1. concentrationThe resulting mixture was then concentrated by distillation under reduced pressure
  2. dissolutionthe concentrate was dissolved in 15 ml of ethyl acetate
  3. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-06bbd9f313614e11bf54a4527c6054f3
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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