Sodium Hydroxide → trans-3-Ethylamino-4-methylthio-pyrrolidine

HRID 974930

Reaction equation

HRID 974930 reaction equation
C([N:9]1[CH2:13][C@@H:12]([S:14][CH3:15])[C@H:11]([NH:16][CH2:17][CH3:18])[CH2:10]1)(=O)C1C=CC=CC=1.[OH-].[Na+]>>[CH2:17]([NH:16][C@H:11]1[C@H:12]([S:14][CH3:15])[CH2:13][NH:9][CH2:10]1)[CH3:18]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 15069978HCID 15069978, compound

Product 1

HCID 15069979trans-3-Ethylamino-4-methylthio-pyrrolidine

Procedure

6.0 g (22 mmol ) of 1-benzoyl-trans-3-ethylamino-4-methylthio-pyrrolidine are stirred vigorously with 22 ml of 5N NaOH at 100° C. for 24 hours, until the conversion is homogeneous. The mixture is then extracted with 3×80 ml of ether and the extract is dried over sodium sulphate and concentrated on a rotary evaporator. The crude product is distilled through a micro-puncture column.

Workup

  1. extractionThe mixture is then extracted with 3×80 ml of ether
  2. dry with materialthe extract is dried over sodium sulphate
  3. concentrationconcentrated on a rotary evaporator
  4. distillationThe crude product is distilled through a micro-puncture column

Sources & evidence

ORD record
ord-d6dc455320b947e0919d9026d656dbee
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Linked notes

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