(R)-(-)-2-Amino-1-propanol → HCID 55298733, compound

HRID 2357613Notes

Reaction equation

HRID 2357613 reaction equation
[NH2:1][C@H:2]([CH3:5])[CH2:3][OH:4].[CH3:6][C@@H:7]1[CH2:9][O:8]1>O>[OH:8][C@H:7]([CH3:9])[CH2:6][NH:1][C@H:2]([CH3:5])[CH2:3][OH:4]

Participants

4

Reactant 2

HCID 80308(R)-(-)-2-Amino-1-propanolHCID 146261(R)-1,2-Epoxypropane

Product 1

HCID 55298733HCID 55298733, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of (R)-2-aminopropan-1-ol (15 g, 200 mmol) in 200 mL water stirred at 0° C. was added (R)-2-methyloxirane (13 g, 220 mmol) dropwise using a syringe pump over 3 h. The mixture was stirred at 0° C.—RT over 4 h. The mixture was concentrated in vacuo with to remove water. The mixture was vacuum distilled to remove the unreacted alaninol at first (60° C. fraction), then collected the 110-115° C. fraction to give the (R)-2-((R)-2-hydroxypropylamino)propan-1-ol as a sticky pale yellow oil.

Workup

  1. customover 3 h
  2. stirringThe mixture was stirred at 0° C.—RT over 4 h
  3. concentrationThe mixture was concentrated in vacuo with
  4. customto remove water
  5. distillationdistilled
  6. customto remove the unreacted alaninol at first (60° C. fraction)
  7. customcollected the 110-115° C. fraction

Sources & evidence

ORD record
ord-a00cf063507c43e3b4402bfa2947f9a1
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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