Sodium Iodide → 4-(2-iodoethyl)morpholine
Reaction equation
Cl.Cl[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[I-:11].[Na+]>CC(C)=O>[I:11][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-(2-chloro-ethyl)-morpholine hydrochloride (5 g, 26.9 mmole), and sodium iodide (20 g, 134.4 mmole) in acetone (50 ml) was refluxed for 16 hours. After cooled to room temperature, the reaction was partitioned between CHCl3 and brine. The aqueous layer was extracted with CHCl3 (2×25 ml). The combined organic layers were washed with brine, and dried over anhydrous Mg2SO4. Removal of the solvent gave 4-(2-iodo-ethyl)-morpholine as a pale yellowish oil (3.84 g, 59%).
Workup
- temperaturewas refluxed for 16 hours
- customthe reaction was partitioned between CHCl3 and brine
- extractionThe aqueous layer was extracted with CHCl3 (2×25 ml)
- washThe combined organic layers were washed with brine
- dry with materialdried over anhydrous Mg2SO4
- customRemoval of the solvent
Sources & evidence
- ORD record
- ord-b5803652a742460cb752f359e2b504d5
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07060844B2
Reaction notes
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