Hydrochloric Acid → HCID 67669012, compound

HRID 743319Notes

Reaction equation

HRID 743319 reaction equation
[ClH:1].[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][C@@H:4]1[CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CO>O1CCOCC1>[ClH:1].[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][C@@H:4]1[CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 54474187HCID 54474187, compound

Product 1

HCID 67669012HCID 67669012, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.63 ml of a 4N solution of hydrogen chloride in dioxane was added to a solution of 670 mg of (R)-1-methyl-2-[2-(2-phenylethyl)phenoxymethyl]pyrrolidine [prepared as described in step (a) above] in a small amount of dioxane, and the resulting mixture was freed from the solvent by evaporation under reduced pressure. The resulting residue was then dissolved in a small amount of methanol, ethyl acetate was added to the solution, and the resulting mixture was allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 596 mg (yield 85%) of the title compound as colorless crystals, melting at 211°-212° C. [α]D25 -5.6° (c=3 42, methanol)

Workup

  1. customthe resulting mixture was freed from the solvent by evaporation under reduced pressure
  2. dissolutionThe resulting residue was then dissolved in a small amount of methanol, ethyl acetate
  3. additionwas added to the solution
  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-5e6d070d5ca64047a40474d6d2846a4d
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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