Water → HCID 59216600, compound

HRID 2245291Notes

Reaction equation

HRID 2245291 reaction equation
CC1C=CC(S([O-])(=O)=O)=CC=1.[CH3:12][O:13][C:14]1[CH:15]=[N+:16]([CH3:27])[C:17]2[C:22]([CH:23]=1)=[C:21]([N+:24]([O-:26])=[O:25])[CH:20]=[CH:19][CH:18]=2.[BH4-].[Na+].O>CO>[CH3:12][O:13][C:14]1[CH2:15][N:16]([CH3:27])[C:17]2[C:22]([CH:23]=1)=[C:21]([N+:24]([O-:26])=[O:25])[CH:20]=[CH:19][CH:18]=2

Participants

5

Reactant 3

HCID 962Water2×HCID 4311764Sodium borohydrideHCID 86615029HCID 86615029, compound

Product 1

HCID 59216600HCID 59216600, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-methoxy-1-methyl-5-nitroquinolinium 4-methylbenzenesulfonate in methanol is added sodium borohydride at room temperature. The mixture is stirred at room temperature for 2 h and water is added. Water is added and the mixture is extracted with ethyl acetate. The organic layer is dried, filtered and concentrated under reduced pressure to give 3-methoxy-1-methyl-5-nitro-1,2-dihydroquinoline.

Workup

  1. extractionthe mixture is extracted with ethyl acetate
  2. customThe organic layer is dried
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bcd553b1c739468685437f237007afd3
Source dataset
uspto-grants-2010_03
Patent number
US07683076B2

Reaction notes

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