Hydrochloric Acid → HCID 15157755, compound

HRID 1195749Notes

Reaction equation

HRID 1195749 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:13]([O:15]CC3C=CC=CC=3)=[O:14])[CH:12]=1)[NH:9][CH2:8][CH2:7][CH:6]2[C:23]([O:25]CC1C=CC=CC=1)=[O:24])#[N:2].[OH-:33].[Na+].Cl>C(O)C.O>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:13]([OH:15])=[O:14])[CH:12]=1)[NH:9][CH2:8][CH2:7][CH:6]2[C:23]([OH:25])=[O:24])(=[O:33])[NH2:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54119057HCID 54119057, compound

Product 1

HCID 15157755HCID 15157755, compoundYield 60.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of dibenzyl 6-cyano-1,2,3,4-tetrahydroquinoline-4.8 dicarboxylate (5 g), sodium hydroxide (4 g) in ethanol (50 ml) and water (500 ml) was refluxed for 18 hours. After cooling, water (100 ml) was added thereto. The mixture was adjusted to pH 2 by the addition of concentrated hydrochloric acid. The resulting precipitate was collected by filtration, washed with water and dried to give the title compound (1.87 g, 60.5%) which was recrystallized from DMF-ethanol to white crystals, mp 265° C.-266 ° C.

Workup

  1. temperaturewas refluxed for 18 hours
  2. temperatureAfter cooling
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-593a1fff9b074cf49da23123589f7e11
Source dataset
uspto-grants-1992_05
Patent number
US05112836

Reaction notes

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