Morpholine → 3-Morpholino-1-propanol
Reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:8][CH2:9][CH2:10][OH:11]>C(OCC)C>[O:4]1[CH2:5][CH2:6][N:1]([CH2:8][CH2:9][CH2:10][OH:11])[CH2:2][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 31.4 ml (360 mmol) of morpholine in 500 ml of diethyl ether were added slowly 10 g (71.94 mmole) of 3-bromopropanol and the mixture was stirred for one hour at room temperature. The reaction mixture was evaporated under vacuum and 300 ml of methylene chloride and 400 ml of a saturated aqueous solution of sodium bicarbonate were added. The mixture was shaken and he organic layer was separated and washed twice with 300-ml portions of saturated aqueous sodium bicarbonate. The organic layer was separated, dried over sodium sulfate and evaporated to yield 10.3 g of 3-morpholinopropanol.
Workup
- customThe reaction mixture was evaporated under vacuum and 300 ml of methylene chloride and 400 ml of a saturated aqueous solution of sodium bicarbonate
- additionwere added
- stirringThe mixture was shaken
- customhe organic layer was separated
- washwashed twice with 300-ml portions of saturated aqueous sodium bicarbonate
- customThe organic layer was separated
- dry with materialdried over sodium sulfate
- customevaporated
Sources & evidence
- ORD record
- ord-2ae1dbfb8efa43ada97499898db75d9d
- Source dataset
- uspto-grants-1990_01
- Patent number
- US04892942
Reaction notes
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