Acetic Acid → HCID 67435756, compound

HRID 1663386Notes

Reaction equation

HRID 1663386 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:12]2[C:21]3[C:20](=[O:22])[CH2:19][CH:18]([CH2:23][CH2:24][CH3:25])[CH2:17][C:16]=3[NH:15][C:14]([CH3:26])=[C:13]2[C:27]#[N:28])[CH:5]=[C:6]([N+:9]([O-])=O)[C:7]=1[OH:8].C(O)(=O)C>C1COCC1.[Zn]>[NH2:9][C:6]1[CH:5]=[C:4]([CH:12]2[C:21]3[C:20](=[O:22])[CH2:19][CH:18]([CH2:23][CH2:24][CH3:25])[CH2:17][C:16]=3[NH:15][C:14]([CH3:26])=[C:13]2[C:27]#[N:28])[CH:3]=[C:2]([Br:1])[C:7]=1[OH:8]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 67435380HCID 67435380, compound

Product 1

HCID 67435756HCID 67435756, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(3-bromo-4-hydroxy-5-nitro-phenyl)-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile (15.8 g) and acetic acid (30 ml) in THF (300 ml), zinc dust (46 g) was added in portions, under vigorous stirring. After 2 h, the mixture was filtered and concentrated until a precipitate formed. This precipitate was collected by filtration and washed with ethanol.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationconcentrated until a precipitate
  3. customformed
  4. filtrationThis precipitate was collected by filtration
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-0186cc4d90b04bcea0815fc10400198b
Source dataset
uspto-grants-2011_10
Patent number
US08034945B2

Reaction notes

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