Sodium Hydroxide → HCID 19833129, compound

HRID 1639375Notes

Reaction equation

HRID 1639375 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[C:22]([Cl:23])=[CH:21][C:11]2[C:12]3[CH2:13][CH2:14][C:15](=O)[NH:16][C:17]=3[CH2:18][CH2:19][C:10]=2[CH:9]=1.[OH-].[Na+]>O1CCCC1>[Cl:7][C:8]1[C:22]([Cl:23])=[CH:21][C:11]2[C:12]3[CH2:13][CH2:14][CH2:15][NH:16][C:17]=3[CH2:18][CH2:19][C:10]=2[CH:9]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 19791550HCID 19791550, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19833129HCID 19833129, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.57 g (0.042 mol) of lithium aluminum hydride are suspended in 60 ml of tetrahydrofuran under argon, 5.56 g (0.021 mol) of 8,9-dichloro-1,4,5,6-tetrahydrobenzo[f]-quinolin-3(2H)-one are slowly added thereto and the mixture is boiled under reflux for 2.5 hours. The mixture is then cooled to 0°, 5.2 ml of 18 percent sodium hydroxide solution are added dropwise thereto and the precipitate formed is removed by filtration. On evaporation of the filtrate, there is obtained 8,9-dichloro-1,2,3,4,5,6-hexahydrobenzo[f]quinoline as a yellow oil which is processed directly.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. temperatureThe mixture is then cooled to 0°
  3. customthe precipitate formed
  4. customis removed by filtration
  5. customOn evaporation of the filtrate

Sources & evidence

ORD record
ord-4a52199af18f4df4b8114616b334c3bc
Source dataset
uspto-grants-1989_11
Patent number
US04883815

Reaction notes

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