Dimethylamine → N,N-dimethyl-5,6,7,8-tetrahydro-8-quinolinamine

HRID 1194702Notes

Reaction equation

HRID 1194702 reaction equation
Cl.Cl[CH:3]1[C:12]2[N:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH2:6][CH2:5][CH2:4]1.[CH3:13][NH:14][CH3:15].[Cl-].[Na+].[OH-].[Na+]>>[CH3:13][N:14]([CH3:15])[CH:3]1[C:12]2[N:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH2:6][CH2:5][CH2:4]1

Participants

5

Reactant 4

HCID 674DimethylamineHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 137121818-Chloro-5,6,7,8-tetrahydroquinoline hydrochloride

Product 1

HCID 20073468N,N-dimethyl-5,6,7,8-tetrahydro-8-quinolinamine

Procedure

4.08 g of 8-chloro-5,6,7,8-tetrahydroquinoline hydrochloride of Example 1 were mixed with stirring for 75 minutes in 20 ml of a 40% aqueous solution of dimethylamine and the mixture was heated for 1 hour at 65° C.±2° C., then allowed to cool to ambient temperature. The reaction medium was saturated with sodium chloride and 0.3 ml of 2N sodium hydroxide were added. After extracting with ether, the extracts were washed with water, dried, and the solvent was eliminated under reduced pressure to obtain 3.35 g of N,N-dimethyl-5,6,7,8-tetrahydro-8-quinolinamine which was used as is for the following step.

Workup

  1. temperaturethe mixture was heated for 1 hour at 65° C.±2° C.
  2. additionwere added
  3. extractionAfter extracting with ether
  4. washthe extracts were washed with water
  5. customdried

Sources & evidence

ORD record
ord-d048a1ff3b904ca3855c193a4104da26
Source dataset
uspto-grants-1989_03
Patent number
US04816465

Reaction notes

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