Sulfuric Acid → HCID 23381432, compound

HRID 1028971Notes

Reaction equation

HRID 1028971 reaction equation
[CH2:1]([N:8]([CH2:14][CH2:15][OH:16])[CH2:9][CH:10](O)[CH2:11][CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OS(O)(=O)=O.[OH-].[Na+]>O>[CH2:1]([N:8]1[CH2:14][CH2:15][O:16][CH:10]([CH2:11][CH3:12])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 62115652HCID 62115652, compound

Product 1

HCID 23381432HCID 23381432, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

To 1-(benzyl(2-hydroxyethyl)amino)butan-2-ol (2.9 g, 12.99 mmol) was added 70% H2SO4 (15 mL) and the resulting solution was heated at 140° C. for 17 h. The mixture was brough to RT, cooled to 0° C. and made alkaline with 50% NaOH. The resulting solution was diluted in water and extracted with DCM. The combined organics were dried over Na2SO4, filtered and concentrated to afford 4-benzyl-2-ethylmorpholine as a light orange oil that was used without further purification.

Workup

  1. customwas brough to RT
  2. temperaturecooled to 0° C.
  3. extractionextracted with DCM
  4. dry with materialThe combined organics were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-eae0508cf3a844c8aaf0208ccabf76f6
Source dataset
uspto-grants-2014_05
Patent number
US08735384B2

Reaction notes

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