Sodium Hydroxide → HCID 19833145, compound

HRID 1639371Notes

Reaction equation

HRID 1639371 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]3[CH2:7][CH2:8][C:9](=O)[NH:10][C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]3[CH2:7][CH2:8][CH2:9][NH:10][C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 11820650HCID 11820650, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19833145HCID 19833145, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6.20 g of 8-fluoro-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one are added portionwise under nitrogen within 35 minutes at 20° to 25° to a stirred suspension of 2.17 g of lithium aluminum hydride in 60 ml of dry tetrahydrofuran. The reaction mixture is boiled for 150 minutes under reflux and then treated at 0° to 10° with 7.0 ml of 6.5N sodium hydroxide solution. The mixture is filtered, rinsed several times with 20 ml of tetrahydrofuran each time and the solvent is distilled in a vacuum. The thus-obtained 8-fluoro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline obtained is processed directly.

Workup

  1. temperatureunder reflux
  2. filtrationThe mixture is filtered
  3. washrinsed several times with 20 ml of tetrahydrofuran each time
  4. distillationthe solvent is distilled in a vacuum

Sources & evidence

ORD record
ord-2a18551efd31495abaa0214410bc242c
Source dataset
uspto-grants-1989_11
Patent number
US04883815

Reaction notes

Loading…