Hydrochloric Acid → HCID 19868095, compound

HRID 1199110Notes

Reaction equation

HRID 1199110 reaction equation
Cl.[CH3:2][N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1.[C:13]([OH:18])(=[O:17])[C:14]([CH3:16])=O.[OH-].[Na+]>O>[CH3:2][N:3]1[C:12]2[C:7](=[CH:8][C:9]([C:14]([C:9]3[CH:8]=[C:7]4[C:12](=[CH:11][CH:10]=3)[N:3]([CH3:2])[CH2:4][CH2:5][CH2:6]4)([CH3:16])[C:13]([OH:18])=[O:17])=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1060Pyruvic AcidHCID 14798Sodium HydroxideHCID 681091,2,3,4-Tetrahydro-1-methylquinoline

Product 1

HCID 19868095HCID 19868095, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 6.0 ml of 6N--HCl solution was dissolved 4.2 g of 1-methyl-1,2,3,4-tetrahydroquinoline. To the solution was added 3 g of pyruvic acid and the mixture was heated with reflux for 20 hours. The reaction mixture was, after cooled, diluted with 100 ml of water and adjusted to pH 6 with addition of 20% aqueous solution of sodium hydroxide. The precipitated crystal was collected by filtration which was 4.0 g (yield 77%) of 2,2-bis(1-methyl-1,2,3,4-tetrahydroquinoline-6-yl)propionic acid as light brown crystal, having a melting point of 155°~157° C.

Workup

  1. temperaturethe mixture was heated
  2. temperaturewith reflux for 20 hours
  3. temperatureafter cooled
  4. filtrationThe precipitated crystal was collected by filtration which

Sources & evidence

ORD record
ord-59d0770ff4ed40cf951c6859b4bcd621
Source dataset
uspto-grants-1990_02
Patent number
US04898941

Reaction notes

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