Morpholine → HCID 22218541, compound

HRID 2087066Notes

Reaction equation

HRID 2087066 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>C(#N)C>[N:15]1([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 13789512-Bromo-1-dodecanol

Product 1

HCID 22218541HCID 22218541, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 5.30 g (20 mmol) of 12-bromo-1-dodecanol in 100 ml of acetonitrile is added dropwise 6 ml (68.6 mmol) of morpholine at 0° C. The solution is then stirred at room temperature overnight and filtered. After removal of the acetonitrile, the residue is dissolved in 250 ml of dichloromethane. The dichloromethane solution is washed with water, dried over magnesium sulfate and filtered. The dichloromethane is removed under reduced pressure and the residue is purified by silica gel column chromatography to give 4.2 g (79.2%) of 12-(4-morpholinyl)-1-dodecanol.

Workup

  1. filtrationfiltered
  2. customAfter removal of the acetonitrile
  3. dissolutionthe residue is dissolved in 250 ml of dichloromethane
  4. washThe dichloromethane solution is washed with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customThe dichloromethane is removed under reduced pressure
  8. customthe residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-990210af71bb42a98e129ce49f77a5ef
Source dataset
uspto-grants-2004_04
Patent number
US06727232B2

Reaction notes

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