(3-Fluoro-phenyl)-(8-nitro-quinolin-7-yl)-methanol → (3-Fluoro-phenyl)-(8-nitro-quinolin-7-yl)-methanone

HRID 513660Notes

Reaction equation

HRID 513660 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[C:19]([N+:20]([O-:22])=[O:21])=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[N:17]3)=[CH:12][CH:11]=2)[OH:9])[CH:5]=[CH:6][CH:7]=1>C(Cl)Cl.O=[Mn]=O>[F:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:19]([N+:20]([O-:22])=[O:21])=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[N:17]3)=[CH:12][CH:11]=2)=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 68183441(3-Fluoro-phenyl)-(8-nitro-quinolin-7-yl)-methanol2×

Product 1

HCID 68183195(3-Fluoro-phenyl)-(8-nitro-quinolin-7-yl)-methanoneYield 85%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

MnO2 powder (0.87 g, 10 mmol) was added to a solution of (3-fluoro-phenyl)-(8-nitro-quinolin-7-yl)-methanol (Intermediate 344) (0.3 g, 1.01 mmol) in DCM (20 ml) and the mixture was stirred at room temperature for 18 h. The mixture was filtered through celite and the filtrate was concentrated in vacuo to give the title compound (0.25 g, 85%) which was used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-267e435f08534f3391029622d2d307ca
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…