Water → 2-(2,5-Dimethyl-1H-pyrrol-1-yl)ethan-1-amine

HRID 1904219Notes

Reaction equation

HRID 1904219 reaction equation
[CH3:1][C:2]1[N:3]([CH2:8][CH2:9][NH:10]C(=O)C)[C:4]([CH3:7])=[CH:5][CH:6]=1.[OH-].[K+].O>C(O)C>[NH2:10][CH2:9][CH2:8][N:3]1[C:4]([CH3:7])=[CH:5][CH:6]=[C:2]1[CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 13770049N-(2-(2,5-Dimethyl-1H-pyrrol-1-yl)ethyl)acetamide

Product 1

HCID 137700502-(2,5-Dimethyl-1H-pyrrol-1-yl)ethan-1-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

251.1 g (1.39 mol) of 2,5-dimethyl-1-(2-acetylaminoethyl)-pyrrole, prepared as in Example 5, and 390.8 g (6.97 mol) of potassium hydroxide are heated reflux in 2.8 l of ethanol and 180 ml of water under an atmosphere of nitrogen for 4 h. After the mixture has been concentrated, the aqueous phase is extracted with methylene chloride, and the extract is fractionally distilled. Yield: 150.2 g (78% of theory), Boiling point: 70° C./0.267 mbar

Workup

  1. temperatureare heated
  2. concentrationAfter the mixture has been concentrated
  3. extractionthe aqueous phase is extracted with methylene chloride
  4. distillationthe extract is fractionally distilled

Sources & evidence

ORD record
ord-c67863d5487d4558b0bc1bb4d2dbcc03
Source dataset
uspto-grants-1989_06
Patent number
US04837225

Reaction notes

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