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

HRID 1681588Notes

Reaction equation

HRID 1681588 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-3hydroxypyrrolidine-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 m 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-78aa25cbb4834f62833ab37ece93f316
Source dataset
uspto-grants-1992_12
Patent number
US05173484

Reaction notes

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