Hydrogen Peroxide → HCID 15106994, compound

HRID 1885875Notes

Reaction equation

HRID 1885875 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH:12]=1)[NH:9][CH2:8][CH2:7][CH2:6]2)#[N:2].[OH:23]O.[OH-].[Na+]>C(O)C>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([C:13]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:14])[CH:12]=1)[NH:9][CH2:8][CH2:7][CH2:6]2)(=[O:23])[NH2:2]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 14988481HCID 14988481, compound

Product 1

HCID 15106994HCID 15106994, compoundYield 41.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the solution of benzyl 6-cyano-1,2,3,4-tetrahydroquinoline-8-carboxylate (2.5 g) in ethanol (20 ml) was added 35% hydrogen peroxide solution (3 ml) and 6N sodium hydroxide solution (0.33 ml). The reaction mixture was stirred at 40°-45° C. for 7 hours. The resulting precipitate was collected by filtration and washed with ethanol to give benzyl 6-carbamoyl-1,2,3,4-tetrahydroquinoline-8-carboxylate (1.10 g, 41.7%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-63e14f877027485c85895f345d5188c1
Source dataset
uspto-grants-1992_09
Patent number
US05147874

Reaction notes

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