1-(5-Chloro-2-methoxy-4-methyl-3-nitrophenyl)ethanone → HCID 86666790, compound

HRID 510859Notes

Reaction equation

HRID 510859 reaction equation
[Cl:1][C:2]1[C:3]([CH3:16])=[C:4]([N+:13]([O-])=O)[C:5]([O:11][CH3:12])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[H][H]>CO.[Pt]>[NH2:13][C:4]1[C:5]([O:11][CH3:12])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=[C:2]([Cl:1])[C:3]=1[CH3:16]

Participants

5

Reactant 2

HCID 27576391-(5-Chloro-2-methoxy-4-methyl-3-nitrophenyl)ethanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 86666790HCID 86666790, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

1-(5-Chloro-2-methoxy-4-methyl-3-nitrophenyl)ethanone (5.0 g, 20 mmol) was hydrogenated in 100 mL of methanol in the presence of 0.5 g of 10% Pt/C, under a balloon pressure of hydrogen overnight. The catalyst was filtered off and the filtrate was concentrated. The residue was dissolved in dichloromethane and dried over sodium sulfate and then evaporated to dryness. The crude product was used directly in next step (4.4 g, 100%). LCMS calculated for C10H13ClNO2 (M+H)+: m/z=214.1. found: 214.1.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe residue was dissolved in dichloromethane
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-7faae9379b584c049d8a8ac3a14c5080
Source dataset
uspto-grants-2015_08
Patent number
US09096600B2

Reaction notes

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