1-Amino-2-propanol → 2-hydroxy-n-(2-hydroxypropyl)propanamide

HRID 1748965Notes

Reaction equation

HRID 1748965 reaction equation
[NH2:1][CH2:2][CH:3]([OH:5])[CH3:4].[C:6]([O:11]CC)(=O)[CH:7]([CH3:9])[OH:8]>C(O)C>[C:6]([NH:1][CH2:2][CH:3]([OH:5])[CH3:4])(=[O:11])[CH:7]([CH3:9])[OH:8]

Participants

4

Procedure

22.6 g 1-amino-2-propanol was added to 56.5 g ethyl lactate at room temperature. The mixture was heated to reflux and stirred for 4 hours. The reaction mixture was cooled and left to stand overnight at room temperature. The following day the ethanol formed and the excess of ethyl lactate were removed from the reaction mixture by distillation, using a 20 cm vigreux column 43 g of N-lactoyl 1-amino-2-propanol (pale brown viscous liquid) was collected as residue and cooled to room temperature. The purity of the obtained product was confirmed by NMR analysis.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperatureThe reaction mixture was cooled
  4. waitleft
  5. waitto stand overnight at room temperature
  6. customthe excess of ethyl lactate were removed from the reaction mixture by distillation
  7. customwas collected as residue

Sources & evidence

ORD record
ord-45730e5939bc40feab054eb051fe38e4
Source dataset
uspto-grants-2015_10
Patent number
US09155329B2

Reaction notes

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