Water → 2-Ethyl-2,5-dimethyl-1-azaspiro[5.5]undecan-4-one

HRID 1391231Notes

Reaction equation

HRID 1391231 reaction equation
[CH2:1]([C:3]1[CH2:8][C:7]([CH2:10][CH3:11])([CH3:9])[NH:6][C:5]2([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)N=1)[CH3:2].[Br-].[NH4+].[OH2:19]>CO>[CH2:10]([C:7]1([CH3:9])[CH2:8][C:3](=[O:19])[CH:1]([CH3:2])[C:5]2([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[NH:6]1)[CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 25514Ammonium BromideHCID 213304542,4-Diethyl-4-methyl-1,5-diazaspiro[5.5]undec-1-ene

Product 1

HCID 213304692-Ethyl-2,5-dimethyl-1-azaspiro[5.5]undecan-4-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

11.1 g of the 2,4-diethyl-4-methyl-1,5-diazaspiro[5.5]undec-1-ene thus obtained and 2.5 g of ammonium bromide were dissolved in 70 ml of methanol. 45 ml of water were added to the solution, with stirring. The mixture was then stirred at room temperature for 8 hours. Methanol was removed by evaporation under reduced pressure and the residue was then distilled under reduced pressure, giving 7.4 g of the title product, bp 119°-122° C./1.5 mmHg.

Workup

  1. stirringThe mixture was then stirred at room temperature for 8 hours
  2. customMethanol was removed by evaporation under reduced pressure
  3. distillationthe residue was then distilled under reduced pressure

Sources & evidence

ORD record
ord-c48f28b9f502497d8483f5dba06d9405
Source dataset
uspto-grants-1979_02
Patent number
US04141883

Reaction notes

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