2,6-Diethylaniline → HCID 53782404, compound

HRID 596745Notes

Reaction equation

HRID 596745 reaction equation
[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH3:11])[C:4]=1[NH2:5])[CH3:2].Cl[CH2:13][CH2:14][CH:15]1[O:19][CH2:18][O:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+]>[Cl-].C([N+](CC)(CC)CC)C>[O:19]1[CH:15]([CH2:14][CH2:13][NH:5][C:4]2[C:6]([CH2:10][CH3:11])=[CH:7][CH:8]=[CH:9][C:3]=2[CH2:1][CH3:2])[CH2:16][O:17][CH2:18]1

Participants

5

Reactant 3

HCID 113692,6-DiethylanilineHCID 11430Potassium CarbonateHCID 53934661HCID 53934661, compound

Product 1

HCID 53782404HCID 53782404, compound

Reagents, catalysts & solvents 1

HCID 5946Tetraethylammonium ChlorideCatalyst

Procedure

2,6-Diethylaniline (0.3 mole), 5-β-chloroethyl-1,3-dioxolane (0.3 mole), potassium carbonate (0.3 mole) and tetraethylammonium chloride (2 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at reflux for a period of 4 hours. After this time the mixture is filtered to yield the desired product N-(1,3-dioxolan-5-ylethyl)-2,6-diethylaniline.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux for a period of 4 hours
  5. filtrationAfter this time the mixture is filtered

Sources & evidence

ORD record
ord-42044fcc1ee34ed0bf7dacf64bba7057
Source dataset
uspto-grants-1977_03
Patent number
US04012222

Reaction notes

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