Hydrochloric Acid → HCID 57497662, compound

HRID 743372Notes

Reaction equation

HRID 743372 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]2[CH:28]=[CH:27][CH:26]=[CH:25][C:14]=2[O:15][CH2:16][CH2:17][CH2:18][C@@H:19]2[CH2:23][CH2:22][CH2:21][N:20]2[CH3:24])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[ClH:29]>O1CCOCC1>[ClH:29].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]2[CH:28]=[CH:27][CH:26]=[CH:25][C:14]=2[O:15][CH2:16][CH2:17][CH2:18][C@@H:19]2[CH2:23][CH2:22][CH2:21][N:20]2[CH3:24])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54190538HCID 54190538, compound

Product 1

HCID 57497662HCID 57497662, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1.19 g of (S)-2-(3-{2-[2-(3,5-dimethoxyphenyl)ethyl]phenoxy}propyl)-1-methylpyrrolidine [prepared as described in step (b) above] were dissolved in 8 ml of dioxane, and 2.33 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution, which was then concentrated by distillation under reduced pressure. The resulting oil was dissolved in 20 ml of ethyl acetate, and about 4 ml of diethyl ether 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 0.536 g (yield 41%) of the title compound as colorless crystals, melting at 101°-102° C.

Workup

  1. concentrationwas then concentrated by distillation under reduced pressure
  2. dissolutionThe resulting oil was dissolved in 20 ml of ethyl acetate
  3. additionabout 4 ml of diethyl ether were 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-fe24f1c35342427c8dd0387677d9eabf
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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