Morpholine → HCID 13711150, compound

HRID 280148Notes

Reaction equation

HRID 280148 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=O.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>C1(C)C=CC=CC=1.[Ti](Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH:7]=[C:8]2[N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 366205-Methoxytetralone

Product 1

HCID 13711150HCID 13711150, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 1140TolueneSolvent2×

Conditions

Temperature
3 °C

Procedure

Titanium tetrachloride (15.2 g) in dry toluene (105 ml) is added slowly to a stirred solution of 5-methoxy-1-tetralone (49 g), and morpholine (160 g) in dry toluene (1 l) cooled in an ice bath to a temperature of 3° C. under a nitrogen atmosphere. The reaction mixture is allowed to warm to RT and stirred at RT under N2 overnight. The reaction mixture is filtered, the filtered solid washed with dry toluene and dry THF and the combined filtrates evaporated in vacuo to a yellow solid (63.5 g), M.P. 80°-90° C.

Workup

  1. temperatureto warm to RT
  2. filtrationThe reaction mixture is filtered
  3. washthe filtered solid washed with dry toluene and dry THF
  4. customthe combined filtrates evaporated in vacuo to a yellow solid (63.5 g), M.P. 80°-90° C.

Sources & evidence

ORD record
ord-7b441ad87f5c4fa0914640ceb6763164
Source dataset
uspto-grants-1986_05
Patent number
US04588719

Reaction notes

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