Nitrogen → 2-morpholin-4-ylpropan-1-ol

HRID 889928Notes

Reaction equation

HRID 889928 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].N#N.[N:9]1([CH:15]([CH3:20])[C:16](OC)=[O:17])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.[OH-].[Na+]>O.C1COCC1>[N:9]1([CH:15]([CH3:20])[CH2:16][OH:17])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1

Participants

7

Reactant 4

HCID 947NitrogenHCID 14798Sodium HydroxideHCID 15164418HCID 15164418, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 109863712-morpholin-4-ylpropan-1-ol

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

LAH powder (1.6 g) was added to a flask while under N2 atmosphere, immediately followed by THF (50 ml). The mixture was chilled to 0° C., methyl 2-morpholin-4-yl-propionate (5 g) was added dropwise to the reaction mixture and stirred at 0° C. After 1 h, the mixture was worked up by adding H2O (44 mL), 2N NaOH (44 mL), then H2O (44 mL, 3×). After 30 min of stirring, the mixture was filtered through Celite® and the organic portion was concentrated in vacuo providing 2-morpholin-4-yl-propanol as a colorless oil.

Workup

  1. stirringAfter 30 min of stirring
  2. filtrationthe mixture was filtered through Celite®
  3. concentrationthe organic portion was concentrated in vacuo

Sources & evidence

ORD record
ord-c7d4ff1eeadf41fbb579db6917f29a41
Source dataset
uspto-grants-2006_02
Patent number
US06995162B2

Reaction notes

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