Ethanolamine → HCID 18936153, compound

HRID 499893Notes

Reaction equation

HRID 499893 reaction equation
Cl.[O:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9]Cl)[CH2:4][CH2:3]1.[NH2:11][CH2:12][CH2:13][OH:14].[Cl-].[Na+]>O>[O:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][NH:11][CH2:12][CH2:13][OH:14])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 5234Sodium ChlorideHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)

Product 1

HCID 18936153HCID 18936153, compoundYield 16.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 2-morpholinoethylchloride hydrochloride (23 g, 0.12 mol) and 2-aminoethanol (22 mL, 0.36 mol) was stirred at 140° C. for 5 hours. After the reaction mixture was cooled to room temperature, water (0.10 L) was added thereto. The resulting aqueous solution was saturated with sodium chloride and extracted with chloroform (100 mL×6). The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting residue was distilled to obtain 2-(2-morpholinoethylamino)ethanol (3.4 g, 16%).

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. extractionextracted with chloroform (100 mL×6)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. distillationThe resulting residue was distilled

Sources & evidence

ORD record
ord-476eb9ed32c24337b2e49dd4d60db052
Source dataset
uspto-grants-2010_08
Patent number
US07767693B2

Reaction notes

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