Hydrochloric Acid → HCID 16759150, compound

HRID 743369Notes

Reaction equation

HRID 743369 reaction equation
[OH:1][C@H:2]1[CH2:6][N:5]([CH3:7])[C@H:4]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=2)[CH2:3]1.[ClH:27]>O1CCOCC1>[ClH:27].[OH:1][C@H:2]1[CH2:6][N:5]([CH3:7])[C@H:4]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10668211HCID 10668211, compound

Product 1

HCID 16759150HCID 16759150, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.520 g of (2R,4R)-4-hydroxy-2-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (c) above] was dissolved in 5 ml of dioxane, and 1.1 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 2 ml of methylene chloride, and 40 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 0.420 g (yield 73%) of the title compound as colorless crystals, melting at 100°-102° C.

Workup

  1. concentrationwas then concentrated by distillation under reduced pressure
  2. dissolutionThe resulting oil was dissolved in 2 ml of methylene chloride
  3. addition40 ml of ethyl acetate 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-cf721917ed334fb990cbd48672b18644
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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