Ethylamine → dihydro-2,2,5,5-tetramethyl-4-ethylaminomethylene-3(2H)furanone

HRID 1195629Notes

Reaction equation

HRID 1195629 reaction equation
[CH2:1]([NH2:3])[CH3:2].O[CH:5]=[C:6]1[C:10]([CH3:12])([CH3:11])[O:9][C:8]([CH3:14])([CH3:13])[C:7]1=[O:15]>C(Cl)(Cl)Cl>[CH3:13][C:8]1([CH3:14])[C:7](=[O:15])[C:6](=[CH:5][NH:3][CH2:1][CH3:2])[C:10]([CH3:12])([CH3:11])[O:9]1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 675748794-hydroxymethylene-dihydro-2,2,5,5-tetramethyl-3(2H)-furanone

Product 1

HCID 53707148dihydro-2,2,5,5-tetramethyl-4-ethylaminomethylene-3(2H)furanoneYield 65%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Ethylamine gas was bubbled through a solution of 4-hydroxymethylene-dihydro-2,2,5,5-tetramethyl-3(2H)furanone (4.0 g, 24 mmol) in 50 mL of chloroform at room temperature for 15 min. The solvents were evaporated and the residue was recrystallized from hexanes to give 3.0 g (65%) of dihydro-2,2,5,5-tetramethyl-4-ethylaminomethylene-3(2H)furanone as a light brown solid.

Workup

  1. customThe solvents were evaporated
  2. customthe residue was recrystallized from hexanes

Sources & evidence

ORD record
ord-93d83998f7384833bbbc01f2c60aee3a
Source dataset
uspto-grants-1992_05
Patent number
US05112595

Reaction notes

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