1,4-Dioxane hydrochloride → (R)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine hydrochloride

HRID 743321Notes

Reaction equation

HRID 743321 reaction equation
O1CCOCC1.[ClH:7].C(OC([N:15]1[CH2:19][CH2:18][CH2:17][C@@H:16]1[CH2:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=1)=O)(C)(C)C>O1CCOCC1>[ClH:7].[CH3:37][O:36][C:32]1[CH:31]=[C:30]([CH2:29][CH2:28][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[O:21][CH2:20][C@H:16]2[CH2:17][CH2:18][CH2:19][NH:15]2)[CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 53745429(R)-1-t-Butoxycarbonyl-2-{2-[2-(3-methoxyphenyl) ethyl]phenoxymethyl}pyrrolidine

Product 1

HCID 57497640(R)-2-{2-[2-(3-Methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5 ml of a 4N solution of hydrogen chloride dioxane were added to a solution of 540 mg of (R)-1-t-butoxycarbonyl-2-{2-[2-(3-methoxyphenyl)ethyl]phenoxymethyl}pyrrolidine [prepared as described in step (a) above] in 5 ml of dioxane, and the resulting solution was allowed to stand at room temperature for 1 hour. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting residue was dried in vacuo, to give 456 mg (a quantitative yield) of the title compound as a colorless oil.

Workup

  1. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  2. customthe resulting residue was dried in vacuo

Sources & evidence

ORD record
ord-4f277e00609d4b3fb5f5c6d27e64d9c8
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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