Morpholine → 3-Morpholino-1-propanol

HRID 414249Notes

Reaction equation

HRID 414249 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]1

Participants

4

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 the 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

  1. customThe reaction mixture was evaporated under vacuum and 300 ml of methylene chloride and 400 ml of a saturated aqueous solution of sodium bicarbonate
  2. additionwere added
  3. stirringThe mixture was shaken
  4. customthe organic layer was separated
  5. washwashed twice with 300-ml portions of saturated aqueous sodium bicarbonate
  6. customThe organic layer was separated
  7. dry with materialdried over sodium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-ed39c5e8013c46f583ecd28903a517c3
Source dataset
uspto-grants-1988_12
Patent number
US04791106

Reaction notes

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