Morpholine → 2-Methyl-1-(4-morpholinophenyl)-2-morpholinopropan-1-one

HRID 981750Notes

Reaction equation

HRID 981750 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:18])[C:9]([CH3:17])([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH3:10])=[CH:4][CH:3]=1.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:10][C:9]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)([CH3:17])[C:8]([C:5]1[CH:6]=[CH:7][C:2]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:3][CH:4]=1)=[O:18]

Participants

5

Reactant 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 154053051-(4-Fluorphenyl)-2-methyl-2-morpholino-1-propanone

Product 1

HCID 198794932-Methyl-1-(4-morpholinophenyl)-2-morpholinopropan-1-one

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
160 °C

Procedure

15.08 g (0.06 mol) of 1-(4-fluorophenyl)-2-methyl-2-morpholinopropan-1-one and 5.23 g (0,06 mol) of morpholine are dissolved in 25 ml of dimethyl sulfoxide, and the solution is heated to 160° C. together with 8.3 g (0.06 mol) of potassium carbonate. After 18 hours of stirring at about 160° C. the suspension is cooled down and is poured onto an ice-water mixture. The crystals are filtered off, are washed with water and are recrystallised from ethanol. Melting point 114°-116° C.

Workup

  1. temperatureis cooled down
  2. filtrationThe crystals are filtered off
  3. washare washed with water
  4. customare recrystallised from ethanol

Sources & evidence

ORD record
ord-32e12934db114f72b1eac1e5ede315b3
Source dataset
uspto-grants-1991_02
Patent number
US04992547

Reaction notes

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