Hydrochloric Acid → HCID 57497660, compound

HRID 743368Notes

Reaction equation

HRID 743368 reaction equation
[F:1][CH:2]([F:27])[O:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]2[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=2[O:14][CH2:15][CH2:16][C@@H:17]2[CH2:21][CH2:20][CH2:19][N:18]2[CH3:22])[CH:7]=[CH:8][CH:9]=1.[ClH:28]>O1CCOCC1>[ClH:28].[F:27][CH:2]([F:1])[O:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][C:12]2[CH:26]=[CH:25][CH:24]=[CH:23][C:13]=2[O:14][CH2:15][CH2:16][C@@H:17]2[CH2:21][CH2:20][CH2:19][N:18]2[CH3:22])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53911305HCID 53911305, compound

Product 1

HCID 57497660HCID 57497660, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.690 g of (S)-2-(2-{2-[2-(3-difluoromethoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (b) above] was dissolved in 5 ml of dioxane, and 0.55 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 15 ml of ethyl acetate, and the solution was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.375 g (yield 50%) of the title compound as colorless crystals, melting at 119°-120° C.

Workup

  1. concentrationwas then concentrated by distillation under reduced pressure
  2. dissolutionThe resulting oil 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-ef24ff8b9cac4867a9b6388dbd44fb53
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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