Triethylamine → HCID 22766273, compound

HRID 1111559Notes

Reaction equation

HRID 1111559 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][NH2:6])[CH3:2].Br[CH2:11][CH:12]1[O:16][CH2:15][CH2:14][O:13]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][NH:6][CH2:11][CH:12]1[O:16][CH2:15][CH2:14][O:13]1)[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 695242,2-DiethoxyethylamineHCID 780681,3-Dioxolane, 2-(bromomethyl)-

Product 1

HCID 22766273HCID 22766273, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2,2-Diethoxyethylamine (23.3 grams), 2-bromomethyl-1,3-dioxolane (29.2 grams), triethylamine (25 ml) and toluene (150 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated at reflux overnight. After this time the mixture was cooled and filtered. The filtrate was then distilled under reduced pressure to yield the desired product N-(2,2-diethoxyethyl)-N-(1,3-dioxolan-2-ylmethyl)amine having a boiling point of 125° C at 0.1 mm of Hg pressure.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture was heated
  4. temperatureat reflux overnight
  5. temperatureAfter this time the mixture was cooled
  6. filtrationfiltered
  7. distillationThe filtrate was then distilled under reduced pressure

Sources & evidence

ORD record
ord-3a28b91fa77744eb9a0f90ab490a3568
Source dataset
uspto-grants-1978_10
Patent number
US04118216

Reaction notes

Loading…