Dimethylamine → HCID 13472123, compound

HRID 1981131Notes

Reaction equation

HRID 1981131 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)=[O:8].[CH3:19][NH:20][CH3:21].[OH-].[K+]>C(O)CO>[CH3:19][N:20]([CH3:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)=[O:8]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 14797Potassium HydroxideHCID 13472122HCID 13472122, compound

Product 1

HCID 13472123HCID 13472123, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

1-(6-bromohexanoyl)-1,2,3,4-tetrahydroquinoline, (4.9 g), prepared in a manner similar to that set forth in Preparation 1, was refluxed, using a dry ice condenser, in a saturated solution of dimethylamine in ethylene glycol (46 ml). After 45 minutes the solution was cooled and added to dilute aqueous potassium hydroxide. The resultant solution was extracted with ether, and the extract was washed, dried and evaporated to yield as an oil 1-(6-dimethylaminohexanoyl)-1,2,3,4-tetrahydroquinoline.

Workup

  1. temperaturewas refluxed
  2. temperatureAfter 45 minutes the solution was cooled
  3. extractionThe resultant solution was extracted with ether
  4. washthe extract was washed
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-24f7a7f18e05437d9e8f633c6f63a8b9
Source dataset
uspto-grants-1985_04
Patent number
US04512990

Reaction notes

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