Trifluoroacetic acid → HCID 19868620, compound

HRID 330489Notes

Reaction equation

HRID 330489 reaction equation
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][N:5]1[C:10](=[O:21])[C:11]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[C:13]([O:19][CH3:20])[CH:12]=1)(=O)[CH3:2].FC(F)(F)C(O)=O>C(Cl)(Cl)(Cl)Cl>[CH3:20][O:19][C:13]1[CH:14]=[C:15]([O:17][CH3:18])[C:16]2[C:1]([CH3:2])=[C:4]3[N:5]([C:10](=[O:21])[C:11]=2[CH:12]=1)[CH2:6][CH2:7][CH2:8][CH2:9]3

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19868632HCID 19868632, compound

Product 1

HCID 19868620HCID 19868620, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
25 °C

Procedure

Reflux a solution of 2-acetyl-1-[3,5-bis(methoxy)benzoyl]piperidine (4.62 g), trifluoroacetic acid (3 ml), and carbon tetrachloride (97 ml) for 20 hours under nitrogen. Cool the solution to 25° C., and sequentially wash it with water, 1M sodium bicarbonate solution, and with water. Concentrate the dried, filtered organic solution, and cool it to induce crystallization. Recrystallize the resulting solid to obtain 8,10-bis(methoxy)-1,2,3,4-tetrahydro-11-methyl-6H-benzo[b]quinolizin-6-one, m.p. 165°-168° C. (from EtOAc).

Workup

  1. washsequentially wash it with water, 1M sodium bicarbonate solution
  2. concentrationConcentrate the dried
  3. filtrationfiltered organic solution
  4. temperaturecool it
  5. customcrystallization
  6. customRecrystallize the resulting solid

Sources & evidence

ORD record
ord-0de57a72dc2149ca98a4d24159392fc6
Source dataset
uspto-grants-1990_01
Patent number
US04897391

Reaction notes

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