2-Aminopropanol → HCID 13171328, compound

HRID 1055218Notes

Reaction equation

HRID 1055218 reaction equation
[NH2:1][CH:2]([CH3:5])[CH2:3][OH:4].[CH2:6]=[C:7]1[O:11][C:9](=[O:10])[CH2:8]1>O1CCCC1>[OH:4][CH2:3][CH:2]([NH:1][C:9](=[O:10])[CH2:8][C:7](=[O:11])[CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 51262-AminopropanolHCID 12661Diketene

Product 1

HCID 13171328HCID 13171328, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

19 ml (0.24 mol) of 2-amino-1-propanol were added dropwise to a solution of 20 g of diketene (0.24 mol) in 200 ml tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 27.12 g (0.17 mol, 71% yield) of a colorless oil.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-b02221a5982346db8896301e9079f62c
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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