HCID 67320955, compound → HCID 13120789, compound

HRID 1256271Notes

Reaction equation

HRID 1256271 reaction equation
[OH:1][CH:2]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[O:14])[NH:11]2)=[CH:6][CH:5]=1)[CH3:3]>O=[Mn]=O.C(Cl)(Cl)Cl>[C:2]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[O:14])[NH:11]2)=[CH:6][CH:5]=1)(=[O:1])[CH3:3]

Participants

4

Reactant 1

HCID 67320955HCID 67320955, compound

Product 1

HCID 13120789HCID 13120789, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

To a CHCl3 (120 mL) solution of the compound (1.00 g) obtained in Step 51-1, MnO2 (13.6 g) was added and the mixture was stirred at room temperature for 4 hours. The reaction mixture was filtrated through a pad of Celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel 60 N, mobile phase MeOH/CHCl3=0/100 to 10/90; v/v) to obtain 7-acetyl-3,4-dihydroquinolin-2(1H)-one (0.58 g, a colorless solid).

Workup

  1. filtrationThe reaction mixture was filtrated through a pad of Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography (silica gel 60 N, mobile phase MeOH/CHCl3=0/100 to 10/90; v/v)

Sources & evidence

ORD record
ord-bc228f577d6e42c481fcbc0ed823af60
Source dataset
uspto-grants-2013_06
Patent number
US08461182B2

Reaction notes

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