Triethylamine → N-(2,2-dipropoxyethyl)-N-(4-methyl-1,3-dioxan-2-ylmethyl)amine

HRID 839816Notes

Reaction equation

HRID 839816 reaction equation
[CH2:1]([O:4][CH:5]([O:8][CH2:9][CH2:10][CH3:11])[CH2:6][NH2:7])[CH2:2][CH3:3].Br[CH2:13][CH:14]1[O:19][CH:18]([CH3:20])[CH2:17][CH2:16][O:15]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:9]([O:8][CH:5]([O:4][CH2:1][CH2:2][CH3:3])[CH2:6][NH:7][CH2:13][CH:14]1[O:19][CH:18]([CH3:20])[CH2:17][CH2:16][O:15]1)[CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 99902352-Bromomethyl-4-methyl-1,3-dioxaneHCID 190695242,2-Dipropoxyethylamine

Product 1

HCID 20322083N-(2,2-dipropoxyethyl)-N-(4-methyl-1,3-dioxan-2-ylmethyl)amine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2,2-Dipropoxyethylamine (0.11 mole), 2-bromomethyl-4-methyl-1,3-dioxane (0.1 mole), triethylamine (20 ml) and toluene (150 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction is heated at reflux for a period of about 12 hours. After this time the reaction mixture is allowed to cool to room temperature and is filtered. The reaction mixture is then stripped of solvent and unreacted starting materials under reduced pressure to yield the desired product N-(2,2-dipropoxyethyl)-N-(4-methyl-1,3-dioxan-2-ylmethyl)amine.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction is heated
  4. temperatureat reflux for a period of about 12 hours
  5. filtrationis filtered

Sources & evidence

ORD record
ord-343413331c7b427ba5806b2f5cbbbdea
Source dataset
uspto-grants-1978_06
Patent number
US04097491

Reaction notes

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