Trifluoroacetic acid → HCID 21480566, compound

HRID 1490158Notes

Reaction equation

HRID 1490158 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]2[CH2:18][CH2:17][C:16]3[NH:15][C:14](=[O:19])[CH:13]([CH3:20])[CH2:12][C:11]=3[CH2:10]2)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C([SiH](CC)CC)C>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]2[CH2:18][CH2:17][CH:16]3[CH:11]([CH2:12][CH:13]([CH3:20])[C:14](=[O:19])[NH:15]3)[CH2:10]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21480576HCID 21480576, compound

Product 1

HCID 21480566HCID 21480566, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 12052TriethylsilaneSolvent

Procedure

3,4,5,6,7,8-Hexahydro-6-((4-hydroxyphenyl)methyl)-3-methylquinolin-2[1H]-one (1.5 g) was suspended in triethylsilane (3 ml) and TFA (3 ml) was added. The mixture was left to stir for 30 minutes then was evaporated under reduced pressure. The residue was dissolved in chloroform and washed with sodium bicarbonate solution, dried (MgSO4) and evaporated. The residue was recrystallised from isopropanol to give the title compound (0.6 g,) mp. 217°-223° C.

Workup

  1. waitThe mixture was left
  2. customthen was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in chloroform
  4. washwashed with sodium bicarbonate solution
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was recrystallised from isopropanol

Sources & evidence

ORD record
ord-6f743f2422644e5ab473c6855e135aea
Source dataset
uspto-grants-1997_10
Patent number
US05681839

Reaction notes

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