Ethyl 3-ethylaminomethyl-3-hydroxypyrrolidine-1-carboxylate → 3-Ethylaminomethyl-3-hydroxypyrrolidine

HRID 1974856Notes

Reaction equation

HRID 1974856 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1([OH:15])[CH2:9][CH2:8][N:7](C(OCC)=O)[CH2:6]1)[CH3:2]>O>[CH2:1]([NH:3][CH2:4][C:5]1([OH:15])[CH2:9][CH2:8][NH:7][CH2:6]1)[CH3:2]

Participants

3

Reactant 1

HCID 14578449Ethyl 3-ethylaminomethyl-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 145784503-Ethylaminomethyl-3-hydroxypyrrolidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.7 g (35.6 mmol) of ethyl 3-ethylaminomethyl-3-hydroxypyrrolidine-1-carboxylate are heated under reflux overnight with 22 g of Ba(OH)2. 8H2O in 220 ml of water. The mixture is filtered off with suction from BaCO3 and concentrated. The residue is boiled five times using 100 ml of dioxane each time, and the dioxane solution is concentrated and distilled.

Workup

  1. filtrationThe mixture is filtered off with suction from BaCO3
  2. concentrationconcentrated
  3. concentrationthe dioxane solution is concentrated
  4. distillationdistilled

Sources & evidence

ORD record
ord-982a95d78f1c427ab213de8067d2bf3b
Source dataset
uspto-grants-1994_02
Patent number
US05284842

Reaction notes

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