Trifluoroacetic acid → HCID 19707325, compound

HRID 726690Notes

Reaction equation

HRID 726690 reaction equation
C([SiH](CC)CC)C.[F:8][C:9]1[CH:25]=[CH:24][C:12]2[C:13]3([CH3:23])[C:18](=[CH:19][CH2:20][C:11]=2[CH:10]=1)[N:17]([CH3:21])[C:16](=[O:22])[CH2:15][CH2:14]3.FC(F)(F)C(O)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:8][C:9]1[CH:25]=[CH:24][C:12]2[C:13]3([CH3:23])[CH:18]([CH2:19][CH2:20][C:11]=2[CH:10]=1)[N:17]([CH3:21])[C:16](=[O:22])[CH2:15][CH2:14]3

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 516892Sodium BicarbonateHCID 19707336HCID 19707336, compound

Product 1

HCID 19707325HCID 19707325, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

Triethylsilane (1 ml; 6.12 mmol) was added to 8-fluoro-4,10b-dimethyl-1,2,3,4,6,10b-hexahydrobenzo[f]quinolin-3-one (500 mg; 2.04 mmol) in CH2Cl2 (15 ml) at room temperature. The reaction mixture was cooled to 0° C. and trifluoroacetic acid (2.6 ml) was added. After stirring at room temperature for four days, the reaction mixture was diluted with CH2Cl2 and treated with saturated NaHCO3. The resulting layers were separated and the organic layer was washed with saturated NaHCO3, dried over MgSO4 and concentrated under vacuum to a yellow oil.

Workup

  1. customThe resulting layers were separated
  2. washthe organic layer was washed with saturated NaHCO3
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum to a yellow oil

Sources & evidence

ORD record
ord-9f63983003fc44769ee53ab2990e235e
Source dataset
uspto-grants-1998_01
Patent number
US05710163

Reaction notes

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