Morpholine → HCID 14652026, compound

HRID 1109517Notes

Reaction equation

HRID 1109517 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[O:7]1[CH2:23][CH:8]1[CH2:9][O:10][C:11]1[C:15]([CH3:16])=[C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:13][N:12]=1>C(O)C>[OH:7][CH:8]([CH2:23][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)[CH2:9][O:10][C:11]1[C:15]([CH3:16])=[C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[O:13][N:12]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 14652025HCID 14652025, compound

Product 1

HCID 14652026HCID 14652026, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.40 g of morpholine was added to a solution of 3.00 g of 3-(2,3-epoxypropoxy)-4-methyl-5-phenylisoxazole (prepared as described in Preparation 3) in 50 ml of ethanol, and the mixture was heated under reflux for 3 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the resulting solid residue was recrystallized from diethyl ether, to give 3.75 g (yield 90.7%) of the title compound as a colorless powder, melting at 94°-95° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  4. customthe resulting solid residue was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-e26a46e9aab446d3abb3d71a372708b1
Source dataset
uspto-grants-1994_06
Patent number
US05321037

Reaction notes

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