Hydrochloric Acid → HCID 19424003, compound

HRID 743364Notes

Reaction equation

HRID 743364 reaction equation
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[CH:27]=[CH:26][CH:25]=[CH:24][C:14]=2[O:15][CH2:16][CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][N:19]2[CH3:23])=[CH:7][CH:6]=1.[ClH:28]>O1CCOCC1>[ClH:28].[OH:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[CH:27]=[CH:26][CH:25]=[CH:24][C:14]=2[O:15][CH2:16][CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][N:19]2[CH3:23])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19423950HCID 19423950, compound

Product 1

HCID 19424003HCID 19424003, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.400 g of 2-(2-{2-[2-(4-methoxymethoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in 5 ml of dioxane, and 5 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution. The mixture was then allowed to stand at room temperature for 30 minutes, after which it was concentrated by distillation under reduced pressure. The resulting colorless solid was dissolved in a small amount of methanol, and about 50 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 0.219 g (yield 56%) of the title compound as colorless crystals, melting at 132°-133.5° C.

Workup

  1. concentrationafter which it was concentrated by distillation under reduced pressure
  2. dissolutionThe resulting colorless solid was dissolved in a small amount of methanol, and about 50 ml of ethyl acetate
  3. additionwere 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-964ffb40df114eeaacc6a04d61092a28
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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