Hydrochloric Acid → 134454-21-0

HRID 846179Notes

Reaction equation

HRID 846179 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:6][C@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1C(=O)C(F)(F)F.Cl>C(O)(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:6][C@H:7]1[CH2:11][CH2:10][CH2:9][NH:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13330057HCID 13330057, compound

Product 1

HCID 11831008134454-21-0Yield 113%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of (R)-2-(3,4-dimethoxybenzyl)-1-trifluoroacetylpyrrolidine (3.2 g, 0.010 mol) in 50 mL isopropyl alcohol was added 15 mL of 12.5M HCl. The mixture was then heated under reflux until all starting material had disappeared, approximately 24 hours. The solvent was removed in vacuo to give an oil which could be recrystallized from isopropyl alcohol/ether, giving 2.5 g of (R)-2-(3,4-dimethoxybenzyl)pyrrolidine (97% yield), as needles, m.p. 165°-167° C.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux until all starting material
  3. customThe solvent was removed in vacuo
  4. customto give an oil which
  5. customcould be recrystallized from isopropyl alcohol/ether

Sources & evidence

ORD record
ord-58482b7f57b24eb5be79ae3bef2a7912
Source dataset
uspto-grants-1992_08
Patent number
US05135944

Reaction notes

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