Sodium Iodide → HCID 22706847, compound

HRID 353013Notes

Reaction equation

HRID 353013 reaction equation
[H-].[Na+].[O:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][OH:11])[CH2:5][CH2:4]1.[CH2:12](Br)[CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1.[I-].[Na+].O1CCC[CH2:22]1>>[CH2:12]([CH2:22][O:11][CH2:10][CH2:9][N:6]1[CH2:7][CH2:8][O:3][CH2:4][CH2:5]1)[CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1

Participants

6

Reactant 5

HCID 5238Sodium IodideHCID 8028TetrahydrofuranHCID 14501Furan, 2-(bromomethyl)tetrahydro-HCID 24758Sodium hydrideHCID 611632-Morpholinoethanol

Product 1

HCID 22706847HCID 22706847, compoundYield 56%

Procedure

To a suspension of 25 g sodium hydride in 500 g tetrahydrofuran, 131 g of 2-morpholino ethanol and 182 g of tetrahydrofurfuryl bromide were successively added dropwise. Thereafter, 1 9 of sodium iodide was added to the solution, which was heated under reflux for 100 hours. After cooling, the reaction solution was washed with an aqueous saturated sodium chloride solution, concentrated in vacuum, and purified by vacuum distillation, whereby 120 g of 4-[2-(tetrahydrofurfurylmethoxy)ethyl]morpholine, designated [B-43], was obtained (boiling point 97° C./24 Pa, yield: 56%).

Workup

  1. additionwere successively added dropwise
  2. temperaturewas heated
  3. temperatureunder reflux for 100 hours
  4. temperatureAfter cooling
  5. washthe reaction solution was washed with an aqueous saturated sodium chloride solution
  6. concentrationconcentrated in vacuum
  7. distillationpurified by vacuum distillation, whereby 120 g of 4-[2-(tetrahydrofurfurylmethoxy)ethyl]morpholine
  8. customwas obtained (boiling point 97° C./24 Pa, yield: 56%)

Sources & evidence

ORD record
ord-8a04aa3e2ee3490087a139dd29f1bb5b
Source dataset
uspto-grants-2004_06
Patent number
US06749988B2

Reaction notes

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