Trifluoroacetic acid → HCID 18967729, compound

HRID 1490165Notes

Reaction equation

HRID 1490165 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]2[CH2:19][CH2:18][C:17]3[NH:16][C:15](=[O:20])[CH2:14][CH2:13][C:12]=3[CH2:11]2)=[CH:5][CH:4]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH:10]2[CH2:19][CH2:18][CH:17]3[CH:12]([CH2:13][CH2:14][C:15](=[O:20])[NH:16]3)[CH2:11]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 21480565HCID 21480565, compound

Product 1

HCID 18967729HCID 18967729, compoundYield 46.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

3,4,5,6,7,8-Hexahydro-6-((4-methoxyphenyl)methyl)quinolin-2[1H]-one (1.5 g) (prepared according to Example 9) was dissolved in dichloromethane (50 ml) and cooled to 0° C. Triethylsilane (0.9 ml and trifluoroacetic acid (5 ml) were added and the mixture was stirred for 2 hours. The reaction mixture was then evaporated under reduced pressure, crystallised by addition of ether and recrystallised from acetonitrile to give the title compound (0.7 g), mp 194°-196° C.

Workup

  1. customThe reaction mixture was then evaporated under reduced pressure
  2. customcrystallised by addition of ether
  3. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-3ef82dfcfebb40d49368440ac57b0129
Source dataset
uspto-grants-1997_10
Patent number
US05681839

Reaction notes

Loading…