Ethanolamine → 3-[(2-Hydroxyethyl)amino]propane-1,2-diol

HRID 2188503Notes

Reaction equation

HRID 2188503 reaction equation
[CH2:1]1[O:3][CH:2]1[CH2:4][OH:5].[CH2:6]([CH2:8][NH2:9])[OH:7]>>[OH:7][CH2:6][CH2:8][NH:9][CH2:1][CH:2]([OH:3])[CH2:4][OH:5]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 11164Glycidol

Product 1

HCID 150349453-[(2-Hydroxyethyl)amino]propane-1,2-diolYield 72%

Procedure

The commercially available glycidol (0.17 mol, 11 ml) was added dropwise to stirred ethanolamine (1 eq, 1.4 mol, 84.3 ml) at 0° C. Once addition was complete the reaction was allowed to warm up to room temperature, while stirring overnight. The product was then distilled (Ethanolamine first distilled at 60° C. at 1 Torr, and the desired product at 170° C. at 1 Torr). The product was obtained a clear oil that cooled to a clear viscous syrup (0.122 mol, yield=72%).

Workup

  1. additionOnce addition
  2. distillationThe product was then distilled (Ethanolamine first
  3. distillationdistilled at 60° C. at 1 Torr
  4. customat 170° C.
  5. customThe product was obtained a clear oil

Sources & evidence

ORD record
ord-c1172147b502456c81144603c128041d
Source dataset
uspto-grants-2012_12
Patent number
US08323619B2

Reaction notes

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